TY  - JOUR
AU  - Assaleh, Fathi H.
AU  - Marinković, Aleksandar
AU  - Nikolić, Jasmina
AU  - Prlainović, Nevena
AU  - Drmanić, Saša
AU  - Khan, Mohammad M.
AU  - Jovanović, Bratislav Ž.
PY  - 2019
UR  - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/4115
AB  - Conformational stability of various 5-substituted orotic acid derivatives was studied by applying linear free energy relationships (LFER) to the C-13 NMR chemical shifts. The correlation analysis for the substituent-induced chemical shifts (SCS) with inductive (rI), and various resonance (rR) parameters were carried out through Single Substituent Parameter (SSP) and Dual Substituent Parameter (DSP) methods, and multiple regression analysis. Good Hammett correlations for all carbons were obtained, while electrophilic substituent constants better fitted for C2 carbon with electron-donor substituents. Conformational analysis of various derivatives using RB3LYP/6-311 ++G (3df,3dp) DFT method, together with C-13 NMR data suggests that most of the substituted orotic acid derivatives exist in planar conformation, except nitro and alkyl substituted derivatives. Internal rotation of carboxylic group showed significant impact on the extent of conjugative interaction making syn conformation more stable in all the derivatives studied. Further, of all 5-substituted orotic acid derivatives, diketo form proved to be the most stable form compared to zwitterionic and enol tautomeric forms. Optimized geometries and transmission effects of particular substituent through well-defined p-resonance units suggest that these units behave as isolated as well as conjugated fragments, depending on the type of substituent.
PB  - Elsevier, Amsterdam
T2  - Arabian Journal of Chemistry
T1  - Conformational stability of 5-substituted orotic acid derivatives analyzed by measuring C-13 NMR chemical shifts and applying linear free energy relationships
EP  - 3366
IS  - 8
SP  - 3357
VL  - 12
DO  - 10.1016/j.arabjc.2015.08.014
ER  - 

@article{
author = "Assaleh, Fathi H. and Marinković, Aleksandar and Nikolić, Jasmina and Prlainović, Nevena and Drmanić, Saša and Khan, Mohammad M. and Jovanović, Bratislav Ž.",
year = "2019",
abstract = "Conformational stability of various 5-substituted orotic acid derivatives was studied by applying linear free energy relationships (LFER) to the C-13 NMR chemical shifts. The correlation analysis for the substituent-induced chemical shifts (SCS) with inductive (rI), and various resonance (rR) parameters were carried out through Single Substituent Parameter (SSP) and Dual Substituent Parameter (DSP) methods, and multiple regression analysis. Good Hammett correlations for all carbons were obtained, while electrophilic substituent constants better fitted for C2 carbon with electron-donor substituents. Conformational analysis of various derivatives using RB3LYP/6-311 ++G (3df,3dp) DFT method, together with C-13 NMR data suggests that most of the substituted orotic acid derivatives exist in planar conformation, except nitro and alkyl substituted derivatives. Internal rotation of carboxylic group showed significant impact on the extent of conjugative interaction making syn conformation more stable in all the derivatives studied. Further, of all 5-substituted orotic acid derivatives, diketo form proved to be the most stable form compared to zwitterionic and enol tautomeric forms. Optimized geometries and transmission effects of particular substituent through well-defined p-resonance units suggest that these units behave as isolated as well as conjugated fragments, depending on the type of substituent.",
publisher = "Elsevier, Amsterdam",
journal = "Arabian Journal of Chemistry",
title = "Conformational stability of 5-substituted orotic acid derivatives analyzed by measuring C-13 NMR chemical shifts and applying linear free energy relationships",
pages = "3366-3357",
number = "8",
volume = "12",
doi = "10.1016/j.arabjc.2015.08.014"
}

Assaleh, F. H., Marinković, A., Nikolić, J., Prlainović, N., Drmanić, S., Khan, M. M.,& Jovanović, B. Ž.. (2019). Conformational stability of 5-substituted orotic acid derivatives analyzed by measuring C-13 NMR chemical shifts and applying linear free energy relationships. in Arabian Journal of Chemistry
Elsevier, Amsterdam., 12(8), 3357-3366.
https://doi.org/10.1016/j.arabjc.2015.08.014

Assaleh FH, Marinković A, Nikolić J, Prlainović N, Drmanić S, Khan MM, Jovanović BŽ. Conformational stability of 5-substituted orotic acid derivatives analyzed by measuring C-13 NMR chemical shifts and applying linear free energy relationships. in Arabian Journal of Chemistry. 2019;12(8):3357-3366.
doi:10.1016/j.arabjc.2015.08.014 .

Assaleh, Fathi H., Marinković, Aleksandar, Nikolić, Jasmina, Prlainović, Nevena, Drmanić, Saša, Khan, Mohammad M., Jovanović, Bratislav Ž., "Conformational stability of 5-substituted orotic acid derivatives analyzed by measuring C-13 NMR chemical shifts and applying linear free energy relationships" in Arabian Journal of Chemistry, 12, no. 8 (2019):3357-3366,
https://doi.org/10.1016/j.arabjc.2015.08.014 . .

TY  - JOUR
AU  - Ajaj, Ismail
AU  - Assaleh, Fathi H.
AU  - Markovski, Jasmina
AU  - Rančić, Milica
AU  - Brković, Danijela V
AU  - Milčić, Miloš
AU  - Marinković, Aleksandar
PY  - 2019
UR  - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/4130
AB  - The state of the tautomeric equilibria of eleven arylazo pyridone dyes was evaluated from UV-Vis absorption spectra with the aid of the quantum mechanical modeling. NMR analysis and theoretical calculations, by using PCM/omega B97X-D/6-311G(d,p) method, confirmed that prepared compounds exist mainly in Hydrazo form. Internal hydrogen bonding in Hydrazo tautomer, analyzed by AIM topological analysis and total electron density at the bond critical point (BCP), confirmed a presence of strong hydrogen bond which contributes to higher stability of Hydrazo form. Linear solvation energy relationships (LSERs) rationalized solvent influence on solvatochromism of all compounds in Hydrazo form and K-T by using Kamlet-Taft model. Linear free energy relationships (LFERs) were applied to the substituent-inducedNMR chemical shifts (SCS) using SSP (single substituent parameter) and DSP (dual substituent parameter) model. Density plots over the highest occupied (HOMO) and lowest unoccupied molecular orbitals (LUMO) energy surface provide information on the charge transfer during excitation. The molecular electrostatic potential (MEP) surface map was plotted over the optimized geometry of the molecules in order to visualize electron density distribution and explain origin of solvent/solute interactions.
PB  - Elsevier, Amsterdam
T2  - Arabian Journal of Chemistry
T1  - Solvatochromism and azo-hydrazo tautomerism of novel arylazo pyridone dyes: Experimental and quantum chemical study
EP  - 3478
IS  - 8
SP  - 3463
VL  - 12
DO  - 10.1016/j.arabjc.2015.08.029
ER  - 

@article{
author = "Ajaj, Ismail and Assaleh, Fathi H. and Markovski, Jasmina and Rančić, Milica and Brković, Danijela V and Milčić, Miloš and Marinković, Aleksandar",
year = "2019",
abstract = "The state of the tautomeric equilibria of eleven arylazo pyridone dyes was evaluated from UV-Vis absorption spectra with the aid of the quantum mechanical modeling. NMR analysis and theoretical calculations, by using PCM/omega B97X-D/6-311G(d,p) method, confirmed that prepared compounds exist mainly in Hydrazo form. Internal hydrogen bonding in Hydrazo tautomer, analyzed by AIM topological analysis and total electron density at the bond critical point (BCP), confirmed a presence of strong hydrogen bond which contributes to higher stability of Hydrazo form. Linear solvation energy relationships (LSERs) rationalized solvent influence on solvatochromism of all compounds in Hydrazo form and K-T by using Kamlet-Taft model. Linear free energy relationships (LFERs) were applied to the substituent-inducedNMR chemical shifts (SCS) using SSP (single substituent parameter) and DSP (dual substituent parameter) model. Density plots over the highest occupied (HOMO) and lowest unoccupied molecular orbitals (LUMO) energy surface provide information on the charge transfer during excitation. The molecular electrostatic potential (MEP) surface map was plotted over the optimized geometry of the molecules in order to visualize electron density distribution and explain origin of solvent/solute interactions.",
publisher = "Elsevier, Amsterdam",
journal = "Arabian Journal of Chemistry",
title = "Solvatochromism and azo-hydrazo tautomerism of novel arylazo pyridone dyes: Experimental and quantum chemical study",
pages = "3478-3463",
number = "8",
volume = "12",
doi = "10.1016/j.arabjc.2015.08.029"
}

Ajaj, I., Assaleh, F. H., Markovski, J., Rančić, M., Brković, D. V., Milčić, M.,& Marinković, A.. (2019). Solvatochromism and azo-hydrazo tautomerism of novel arylazo pyridone dyes: Experimental and quantum chemical study. in Arabian Journal of Chemistry
Elsevier, Amsterdam., 12(8), 3463-3478.
https://doi.org/10.1016/j.arabjc.2015.08.029

Ajaj I, Assaleh FH, Markovski J, Rančić M, Brković DV, Milčić M, Marinković A. Solvatochromism and azo-hydrazo tautomerism of novel arylazo pyridone dyes: Experimental and quantum chemical study. in Arabian Journal of Chemistry. 2019;12(8):3463-3478.
doi:10.1016/j.arabjc.2015.08.029 .

Ajaj, Ismail, Assaleh, Fathi H., Markovski, Jasmina, Rančić, Milica, Brković, Danijela V, Milčić, Miloš, Marinković, Aleksandar, "Solvatochromism and azo-hydrazo tautomerism of novel arylazo pyridone dyes: Experimental and quantum chemical study" in Arabian Journal of Chemistry, 12, no. 8 (2019):3463-3478,
https://doi.org/10.1016/j.arabjc.2015.08.029 . .

TY  - JOUR
AU  - Brkić, Dominik R.
AU  - Božić, Aleksandra R.
AU  - Marinković, Aleksandar
AU  - Milčić, Miloš
AU  - Prlainović, Nevena
AU  - Assaleh, Fathi H.
AU  - Cvijetić, Ilija
AU  - Nikolić, Jasmina
AU  - Drmanić, Saša
PY  - 2018
UR  - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/3971
AB  - The ratios of E/Z isomers of sixteen synthesized 1,3-dihydro-3-(substituted phenylimino)-2H-indol-2-one were studied using experimental and theoretical methodology. Linear solvation energy relationships (LSER) rationalized solvent influence of the solvent-solute interactions on the UV-Vis absorption maxima shifts (v(max)) of both geometrical isomers using the Kamlet-Taft equation. Linear free energy relationships (LEER) in the form of single substituent parameter equation (SSP) was used to analyze substituent effect on pK(a), NMR chemical shifts and v(max) values. Electron charge density was obtained by the use of Quantum Theory of Atoms in Molecules, i.e. Bader's analysis. The substituent and solvent effect on intramolecular charge transfer (ICT) were interpreted with the aid of time-dependent density functional (TD-DFT) method. Additionally, the results of TD-DFT calculations quantified the efficiency of ICT from the calculated charge-transfer distance (D-CT) and amount of transferred charge (Q(CT)). The antimicrobial activity was evaluated using broth microdilution method. 3D QSAR modeling was used to demonstrate the influence of substituents effect as well as molecule geometry on antimicrobial activity.
PB  - Pergamon-Elsevier Science Ltd, Oxford
T2  - Spectrochimica Acta Part A-Molecular and Biomolecular Spectroscopy
T1  - Detailed solvent, structural, quantum chemical study and antimicrobial activity of isatin Schiff base
EP  - 30
SP  - 16
VL  - 196
DO  - 10.1016/j.saa.2018.01.080
ER  - 

@article{
author = "Brkić, Dominik R. and Božić, Aleksandra R. and Marinković, Aleksandar and Milčić, Miloš and Prlainović, Nevena and Assaleh, Fathi H. and Cvijetić, Ilija and Nikolić, Jasmina and Drmanić, Saša",
year = "2018",
abstract = "The ratios of E/Z isomers of sixteen synthesized 1,3-dihydro-3-(substituted phenylimino)-2H-indol-2-one were studied using experimental and theoretical methodology. Linear solvation energy relationships (LSER) rationalized solvent influence of the solvent-solute interactions on the UV-Vis absorption maxima shifts (v(max)) of both geometrical isomers using the Kamlet-Taft equation. Linear free energy relationships (LEER) in the form of single substituent parameter equation (SSP) was used to analyze substituent effect on pK(a), NMR chemical shifts and v(max) values. Electron charge density was obtained by the use of Quantum Theory of Atoms in Molecules, i.e. Bader's analysis. The substituent and solvent effect on intramolecular charge transfer (ICT) were interpreted with the aid of time-dependent density functional (TD-DFT) method. Additionally, the results of TD-DFT calculations quantified the efficiency of ICT from the calculated charge-transfer distance (D-CT) and amount of transferred charge (Q(CT)). The antimicrobial activity was evaluated using broth microdilution method. 3D QSAR modeling was used to demonstrate the influence of substituents effect as well as molecule geometry on antimicrobial activity.",
publisher = "Pergamon-Elsevier Science Ltd, Oxford",
journal = "Spectrochimica Acta Part A-Molecular and Biomolecular Spectroscopy",
title = "Detailed solvent, structural, quantum chemical study and antimicrobial activity of isatin Schiff base",
pages = "30-16",
volume = "196",
doi = "10.1016/j.saa.2018.01.080"
}

Brkić, D. R., Božić, A. R., Marinković, A., Milčić, M., Prlainović, N., Assaleh, F. H., Cvijetić, I., Nikolić, J.,& Drmanić, S.. (2018). Detailed solvent, structural, quantum chemical study and antimicrobial activity of isatin Schiff base. in Spectrochimica Acta Part A-Molecular and Biomolecular Spectroscopy
Pergamon-Elsevier Science Ltd, Oxford., 196, 16-30.
https://doi.org/10.1016/j.saa.2018.01.080

Brkić DR, Božić AR, Marinković A, Milčić M, Prlainović N, Assaleh FH, Cvijetić I, Nikolić J, Drmanić S. Detailed solvent, structural, quantum chemical study and antimicrobial activity of isatin Schiff base. in Spectrochimica Acta Part A-Molecular and Biomolecular Spectroscopy. 2018;196:16-30.
doi:10.1016/j.saa.2018.01.080 .

Brkić, Dominik R., Božić, Aleksandra R., Marinković, Aleksandar, Milčić, Miloš, Prlainović, Nevena, Assaleh, Fathi H., Cvijetić, Ilija, Nikolić, Jasmina, Drmanić, Saša, "Detailed solvent, structural, quantum chemical study and antimicrobial activity of isatin Schiff base" in Spectrochimica Acta Part A-Molecular and Biomolecular Spectroscopy, 196 (2018):16-30,
https://doi.org/10.1016/j.saa.2018.01.080 . .

TY  - JOUR
AU  - Assaleh, Fathi H.
AU  - Marinković, Aleksandar
AU  - Nikolić, Jasmina
AU  - Drmanić, Saša
AU  - Brković, Danijela V
AU  - Prlainović, Nevena
AU  - Jovanović, Bratislav Ž.
PY  - 2016
UR  - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/3265
AB  - Linear free energy relationships (LFER) were applied to the kinetic data for the reaction of 5-substituted orotic acids, series 1, with diazodiphenylmethane (DDM) in N,N-dimethylformamide and compared with results obtained for 2-substituted benzoic acids, series 2. The correlation analysis of the kinetic data with sigma substituent parameters was carried out using SSP (single substituent parameter) methods. From the sign and value of proportinality constant rho, lower sensitivity to the substituent effect was obtained in series 1, 0.876, than in the series 2, 1.877. Evaluation of substituent "ortho-effect" was performed using the Charton model, which includes the steric substituent parameter, and Fujita and Nishioka's model, which describes the total ortho-effect as contribution of ordinary polar effect, the ortho-steric and ortho-polar effects. Results of correlations, obtained by using the Charton model, showed highest contribution of the polar effect, 0.861 vs. 2.101, whereas the steric effect is of lowest significance, 0.117 vs. 0.055, for series 1 and 2, respectively. Also, a low negative value of coefficient with the steric effect, -0.08, obtained from the Fujita-Nishioka model indicated low steric effect, influencing a decrease of the reaction rate in series 1. The structural and substituent effects were also studied by using the density functional theory method, and together with kinetic data, it gave a better insight into the influence of the effect of both geometry and substituent on the pi-electron density shift induced reactivity of investigated acids. geometry and substituent on the pi-electron density shift induced reactivity of investigated acids.
PB  - Wiley, Hoboken
T2  - International Journal of Chemical Kinetics
T1  - A LFER Kinetic Study of The Reaction of 5-Substituted Orotic Acids with Diazodiphenylmethane
EP  - 378
IS  - 7
SP  - 367
VL  - 48
DO  - 10.1002/kin.20997
ER  - 

@article{
author = "Assaleh, Fathi H. and Marinković, Aleksandar and Nikolić, Jasmina and Drmanić, Saša and Brković, Danijela V and Prlainović, Nevena and Jovanović, Bratislav Ž.",
year = "2016",
abstract = "Linear free energy relationships (LFER) were applied to the kinetic data for the reaction of 5-substituted orotic acids, series 1, with diazodiphenylmethane (DDM) in N,N-dimethylformamide and compared with results obtained for 2-substituted benzoic acids, series 2. The correlation analysis of the kinetic data with sigma substituent parameters was carried out using SSP (single substituent parameter) methods. From the sign and value of proportinality constant rho, lower sensitivity to the substituent effect was obtained in series 1, 0.876, than in the series 2, 1.877. Evaluation of substituent "ortho-effect" was performed using the Charton model, which includes the steric substituent parameter, and Fujita and Nishioka's model, which describes the total ortho-effect as contribution of ordinary polar effect, the ortho-steric and ortho-polar effects. Results of correlations, obtained by using the Charton model, showed highest contribution of the polar effect, 0.861 vs. 2.101, whereas the steric effect is of lowest significance, 0.117 vs. 0.055, for series 1 and 2, respectively. Also, a low negative value of coefficient with the steric effect, -0.08, obtained from the Fujita-Nishioka model indicated low steric effect, influencing a decrease of the reaction rate in series 1. The structural and substituent effects were also studied by using the density functional theory method, and together with kinetic data, it gave a better insight into the influence of the effect of both geometry and substituent on the pi-electron density shift induced reactivity of investigated acids. geometry and substituent on the pi-electron density shift induced reactivity of investigated acids.",
publisher = "Wiley, Hoboken",
journal = "International Journal of Chemical Kinetics",
title = "A LFER Kinetic Study of The Reaction of 5-Substituted Orotic Acids with Diazodiphenylmethane",
pages = "378-367",
number = "7",
volume = "48",
doi = "10.1002/kin.20997"
}

Assaleh, F. H., Marinković, A., Nikolić, J., Drmanić, S., Brković, D. V., Prlainović, N.,& Jovanović, B. Ž.. (2016). A LFER Kinetic Study of The Reaction of 5-Substituted Orotic Acids with Diazodiphenylmethane. in International Journal of Chemical Kinetics
Wiley, Hoboken., 48(7), 367-378.
https://doi.org/10.1002/kin.20997

Assaleh FH, Marinković A, Nikolić J, Drmanić S, Brković DV, Prlainović N, Jovanović BŽ. A LFER Kinetic Study of The Reaction of 5-Substituted Orotic Acids with Diazodiphenylmethane. in International Journal of Chemical Kinetics. 2016;48(7):367-378.
doi:10.1002/kin.20997 .

Assaleh, Fathi H., Marinković, Aleksandar, Nikolić, Jasmina, Drmanić, Saša, Brković, Danijela V, Prlainović, Nevena, Jovanović, Bratislav Ž., "A LFER Kinetic Study of The Reaction of 5-Substituted Orotic Acids with Diazodiphenylmethane" in International Journal of Chemical Kinetics, 48, no. 7 (2016):367-378,
https://doi.org/10.1002/kin.20997 . .

TY  - JOUR
AU  - Matijević, Borko M.
AU  - Vaštag, Đenđi
AU  - Apostolov, Suzana
AU  - Assaleh, Fathi H.
AU  - Marinković, Aleksandar
AU  - Mijin, Dušan
PY  - 2016
UR  - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/3273
AB  - A series of sixteen synthesized thiouracil azo dyes was obtained by condensation of arylazo acetoacetic esters with thiourea. Purified products were characterized by UV-Vis, FT-IR, H-1 and C-13 NMR spectroscopy. The UV-Vis absorption spectra of all synthesized compounds were recorded in nineteen solvents of different properties. The study and analysis of the spectral data of azo dyes generally indicate that the tautomeric equilibrium is shifted to the hydrazone tautomeric form in the solid state. Linear solvation energy relationships describe solvent influence on solvatochromism of the hydrazone form with the use of the Catalan model. Linear free energy relationships were applied in the form of single substituent parameter model to analyze substituent electronic effects on the spectral behavior of the compounds by Hammett's equation. The correlations obtained with aid of theoretical calculations give insight into the influence of molecular conformation on the transmission of substituent effects, as well as different solvent-solute interactions.
PB  - Springer/Plenum Publishers, New York
T2  - Journal of Solution Chemistry
T1  - Solvatochromism of Thiouracil Azo Dyes
EP  - 906
IS  - 6
SP  - 885
VL  - 45
DO  - 10.1007/s10953-016-0482-x
ER  - 

@article{
author = "Matijević, Borko M. and Vaštag, Đenđi and Apostolov, Suzana and Assaleh, Fathi H. and Marinković, Aleksandar and Mijin, Dušan",
year = "2016",
abstract = "A series of sixteen synthesized thiouracil azo dyes was obtained by condensation of arylazo acetoacetic esters with thiourea. Purified products were characterized by UV-Vis, FT-IR, H-1 and C-13 NMR spectroscopy. The UV-Vis absorption spectra of all synthesized compounds were recorded in nineteen solvents of different properties. The study and analysis of the spectral data of azo dyes generally indicate that the tautomeric equilibrium is shifted to the hydrazone tautomeric form in the solid state. Linear solvation energy relationships describe solvent influence on solvatochromism of the hydrazone form with the use of the Catalan model. Linear free energy relationships were applied in the form of single substituent parameter model to analyze substituent electronic effects on the spectral behavior of the compounds by Hammett's equation. The correlations obtained with aid of theoretical calculations give insight into the influence of molecular conformation on the transmission of substituent effects, as well as different solvent-solute interactions.",
publisher = "Springer/Plenum Publishers, New York",
journal = "Journal of Solution Chemistry",
title = "Solvatochromism of Thiouracil Azo Dyes",
pages = "906-885",
number = "6",
volume = "45",
doi = "10.1007/s10953-016-0482-x"
}

Matijević, B. M., Vaštag, Đ., Apostolov, S., Assaleh, F. H., Marinković, A.,& Mijin, D.. (2016). Solvatochromism of Thiouracil Azo Dyes. in Journal of Solution Chemistry
Springer/Plenum Publishers, New York., 45(6), 885-906.
https://doi.org/10.1007/s10953-016-0482-x

Matijević BM, Vaštag Đ, Apostolov S, Assaleh FH, Marinković A, Mijin D. Solvatochromism of Thiouracil Azo Dyes. in Journal of Solution Chemistry. 2016;45(6):885-906.
doi:10.1007/s10953-016-0482-x .

Matijević, Borko M., Vaštag, Đenđi, Apostolov, Suzana, Assaleh, Fathi H., Marinković, Aleksandar, Mijin, Dušan, "Solvatochromism of Thiouracil Azo Dyes" in Journal of Solution Chemistry, 45, no. 6 (2016):885-906,
https://doi.org/10.1007/s10953-016-0482-x . .

TY  - JOUR
AU  - Matijević, Borko M.
AU  - Vaštag, Đenđi
AU  - Apostolov, Suzana
AU  - Tot, Jadranka
AU  - Assaleh, Fathi H.
AU  - Marinković, Aleksandar
PY  - 2015
UR  - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/2962
AB  - Uracil derivatives are potentially biologically active compounds, so the investigation of their physical and chemical properties is very important for their further application. In this work a series of newly synthesized derivatives of uracil was investigated by applying the spectrophotometric method. The absorption spectra were recorded in seventeen solvents with different properties. The effect of solvent was interpreted by Kamlet-Taft solvatochromic model. The dominance and the types of interactions that occur between the investigated derivatives and solvent were interpreted by applying the multiple linear correlation obtained values of absorption maxima and Hansen's solvent parameters. In addition to the effect of solvent, the influence of substituents in the molecule on absorption spectra was studied by applying Hammett equation.
AB  - Derivati uracila predstavljaju potencijalno biološki aktivna jedinjenja, pa je ispitivanje njihovih fizičko- hemijskih svojstava veoma značajno za njihovu dalju primenu. U ovom radu je ispitana serija novosintetisanih derivata uracila primenom spektrofotometrijske metode. Apsorpcioni spektri su snimljeni u sedamnaest rastvarača različitih svojstava. Uticaj rastvarača na apsorpcione spektre tumačen je primenom Kamlet-Taft-ovog solvatohromnog modela. Dominantnost i vrste interakcija koje se javljaju između ispitivanih derivata i rastvarača analizirane su metodom višestruke linearne korelacije dobijenih vrednosti položaja apsorpcionih maksimuma i Hansen-ovih parametara rastvarača. Pored uticaja rastvarača, tumačen je i uticaj supstituenta prisutnog u molekulu na apsorpcione spektre pomoću Hammett-ove jednačine.
PB  - Engineering Society for Corrosion, Belgrade, Serbia
T2  - Zaštita materijala
T1  - Studying of physicochemical properties of newly synthesized uracil derivatives
T1  - Proučavanje fizičko-hemijskih svojstava novosintetisanih derivata uracila
EP  - 288
IS  - 3
SP  - 279
VL  - 56
DO  - 10.5937/ZasMat1503279M
ER  - 

@article{
author = "Matijević, Borko M. and Vaštag, Đenđi and Apostolov, Suzana and Tot, Jadranka and Assaleh, Fathi H. and Marinković, Aleksandar",
year = "2015",
abstract = "Uracil derivatives are potentially biologically active compounds, so the investigation of their physical and chemical properties is very important for their further application. In this work a series of newly synthesized derivatives of uracil was investigated by applying the spectrophotometric method. The absorption spectra were recorded in seventeen solvents with different properties. The effect of solvent was interpreted by Kamlet-Taft solvatochromic model. The dominance and the types of interactions that occur between the investigated derivatives and solvent were interpreted by applying the multiple linear correlation obtained values of absorption maxima and Hansen's solvent parameters. In addition to the effect of solvent, the influence of substituents in the molecule on absorption spectra was studied by applying Hammett equation., Derivati uracila predstavljaju potencijalno biološki aktivna jedinjenja, pa je ispitivanje njihovih fizičko- hemijskih svojstava veoma značajno za njihovu dalju primenu. U ovom radu je ispitana serija novosintetisanih derivata uracila primenom spektrofotometrijske metode. Apsorpcioni spektri su snimljeni u sedamnaest rastvarača različitih svojstava. Uticaj rastvarača na apsorpcione spektre tumačen je primenom Kamlet-Taft-ovog solvatohromnog modela. Dominantnost i vrste interakcija koje se javljaju između ispitivanih derivata i rastvarača analizirane su metodom višestruke linearne korelacije dobijenih vrednosti položaja apsorpcionih maksimuma i Hansen-ovih parametara rastvarača. Pored uticaja rastvarača, tumačen je i uticaj supstituenta prisutnog u molekulu na apsorpcione spektre pomoću Hammett-ove jednačine.",
publisher = "Engineering Society for Corrosion, Belgrade, Serbia",
journal = "Zaštita materijala",
title = "Studying of physicochemical properties of newly synthesized uracil derivatives, Proučavanje fizičko-hemijskih svojstava novosintetisanih derivata uracila",
pages = "288-279",
number = "3",
volume = "56",
doi = "10.5937/ZasMat1503279M"
}

Matijević, B. M., Vaštag, Đ., Apostolov, S., Tot, J., Assaleh, F. H.,& Marinković, A.. (2015). Studying of physicochemical properties of newly synthesized uracil derivatives. in Zaštita materijala
Engineering Society for Corrosion, Belgrade, Serbia., 56(3), 279-288.
https://doi.org/10.5937/ZasMat1503279M

Matijević BM, Vaštag Đ, Apostolov S, Tot J, Assaleh FH, Marinković A. Studying of physicochemical properties of newly synthesized uracil derivatives. in Zaštita materijala. 2015;56(3):279-288.
doi:10.5937/ZasMat1503279M .

Matijević, Borko M., Vaštag, Đenđi, Apostolov, Suzana, Tot, Jadranka, Assaleh, Fathi H., Marinković, Aleksandar, "Studying of physicochemical properties of newly synthesized uracil derivatives" in Zaštita materijala, 56, no. 3 (2015):279-288,
https://doi.org/10.5937/ZasMat1503279M . .

TY  - JOUR
AU  - Ajaj, Ismail
AU  - Markovski, Jasmina
AU  - Marković, Jelena
AU  - Jovanović, Maja
AU  - Milčić, Miloš
AU  - Assaleh, Fathi H.
AU  - Marinković, Aleksandar
PY  - 2014
UR  - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/2790
AB  - The tautomeric equilibria between 2-pyridone and 2-hydroxypyridine forms of methoxy, chloro, and nitro derivatives of 3-cyano-4-(2-, 3-, and 4-substituted phenyl)-6-phenyl-2(1H)-pyridones were evaluated from UV/Vis spectral data. Linear solvation energy relationships of Kamlet-Taft and Catalan-rationalized solvent have influence on tautomeric equilibria. Transmission of substituent effect was analyzed by the Hammett equation. Quantum chemical calculations were performed by density functional theory (B3LYP). The experimental data were interpreted with the aid of time-dependent density functional method. Electron density distribution was analyzed by Bader's analysis. It was found that substituents of different electronic properties change the extent of conjugation, and affect intramolecular charge transfer character. Theoretical calculations and experimental results gave insight into the influence of the molecular conformation on the transmission of substituent effects, as well as on contribution of different solvent-solute interactions.
PB  - Springer/Plenum Publishers, New York
T2  - Structural Chemistry
T1  - Solvent and structural effects in tautomeric 3-cyano-4-(substituted phenyl)-6-phenyl-2(1H)-pyridones: experimental and quantum chemical study
EP  - 1270
IS  - 4
SP  - 1257
VL  - 25
DO  - 10.1007/s11224-014-0401-y
ER  - 

@article{
author = "Ajaj, Ismail and Markovski, Jasmina and Marković, Jelena and Jovanović, Maja and Milčić, Miloš and Assaleh, Fathi H. and Marinković, Aleksandar",
year = "2014",
abstract = "The tautomeric equilibria between 2-pyridone and 2-hydroxypyridine forms of methoxy, chloro, and nitro derivatives of 3-cyano-4-(2-, 3-, and 4-substituted phenyl)-6-phenyl-2(1H)-pyridones were evaluated from UV/Vis spectral data. Linear solvation energy relationships of Kamlet-Taft and Catalan-rationalized solvent have influence on tautomeric equilibria. Transmission of substituent effect was analyzed by the Hammett equation. Quantum chemical calculations were performed by density functional theory (B3LYP). The experimental data were interpreted with the aid of time-dependent density functional method. Electron density distribution was analyzed by Bader's analysis. It was found that substituents of different electronic properties change the extent of conjugation, and affect intramolecular charge transfer character. Theoretical calculations and experimental results gave insight into the influence of the molecular conformation on the transmission of substituent effects, as well as on contribution of different solvent-solute interactions.",
publisher = "Springer/Plenum Publishers, New York",
journal = "Structural Chemistry",
title = "Solvent and structural effects in tautomeric 3-cyano-4-(substituted phenyl)-6-phenyl-2(1H)-pyridones: experimental and quantum chemical study",
pages = "1270-1257",
number = "4",
volume = "25",
doi = "10.1007/s11224-014-0401-y"
}

Ajaj, I., Markovski, J., Marković, J., Jovanović, M., Milčić, M., Assaleh, F. H.,& Marinković, A.. (2014). Solvent and structural effects in tautomeric 3-cyano-4-(substituted phenyl)-6-phenyl-2(1H)-pyridones: experimental and quantum chemical study. in Structural Chemistry
Springer/Plenum Publishers, New York., 25(4), 1257-1270.
https://doi.org/10.1007/s11224-014-0401-y

Ajaj I, Markovski J, Marković J, Jovanović M, Milčić M, Assaleh FH, Marinković A. Solvent and structural effects in tautomeric 3-cyano-4-(substituted phenyl)-6-phenyl-2(1H)-pyridones: experimental and quantum chemical study. in Structural Chemistry. 2014;25(4):1257-1270.
doi:10.1007/s11224-014-0401-y .

Ajaj, Ismail, Markovski, Jasmina, Marković, Jelena, Jovanović, Maja, Milčić, Miloš, Assaleh, Fathi H., Marinković, Aleksandar, "Solvent and structural effects in tautomeric 3-cyano-4-(substituted phenyl)-6-phenyl-2(1H)-pyridones: experimental and quantum chemical study" in Structural Chemistry, 25, no. 4 (2014):1257-1270,
https://doi.org/10.1007/s11224-014-0401-y . .

TY  - JOUR
AU  - Marinković, Aleksandar
AU  - Jovanović, Bratislav Ž.
AU  - Assaleh, Fathi H.
AU  - Vajs, Vlatka
AU  - Juranić, Milan I.
PY  - 2012
UR  - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/2194
AB  - Linear free energy relationships (LFER) were applied to the kinetic data and C-13 NMR chemical shifts in 4-[[(substituted phenyl)imino]methyl]benzoic acids. The correlation analysis for the kinetic data and substituent-induced chemical shifts (SCS) with sigma using single substituent parameter (SSP), as well as inductive (sigma(I)) and various resonance (sigma(R)) parameters using dual-substituent parameter (DSP), were carried out. The presented calculations account satisfactorily for the polar and resonance substituent effects having similar contributions at all carbons studied. Negative rho values were found for several correlations (reverse substituent effect). Exceptionally good Hammett correlation of C-13 NMR chemical shifts of azomethine carbon with electrophilic substituent constants sigma(+) indicates a significant resonance interaction in the aniline part of molecules. The conformations of investigated compounds have been studied by the use of DFT method, and together with C-13 NMR chemical shifts and kinetic data, give a better insight into the influence of such a structure on the transmission of electronic substituent effects. New sigma constants for substituted phenyliminomethyl group have been calculated.
PB  - Elsevier Science Bv, Amsterdam
T2  - Journal of Molecular Structure
T1  - Linear free energy relationships applied to the reactivity and the C-13 NMR chemical shifts in 4-[[(substituted phenyl)imino]methyl]benzoic acids
EP  - 165
SP  - 158
VL  - 1011
DO  - 10.1016/j.molstruc.2010.11.004
ER  - 

@article{
author = "Marinković, Aleksandar and Jovanović, Bratislav Ž. and Assaleh, Fathi H. and Vajs, Vlatka and Juranić, Milan I.",
year = "2012",
abstract = "Linear free energy relationships (LFER) were applied to the kinetic data and C-13 NMR chemical shifts in 4-[[(substituted phenyl)imino]methyl]benzoic acids. The correlation analysis for the kinetic data and substituent-induced chemical shifts (SCS) with sigma using single substituent parameter (SSP), as well as inductive (sigma(I)) and various resonance (sigma(R)) parameters using dual-substituent parameter (DSP), were carried out. The presented calculations account satisfactorily for the polar and resonance substituent effects having similar contributions at all carbons studied. Negative rho values were found for several correlations (reverse substituent effect). Exceptionally good Hammett correlation of C-13 NMR chemical shifts of azomethine carbon with electrophilic substituent constants sigma(+) indicates a significant resonance interaction in the aniline part of molecules. The conformations of investigated compounds have been studied by the use of DFT method, and together with C-13 NMR chemical shifts and kinetic data, give a better insight into the influence of such a structure on the transmission of electronic substituent effects. New sigma constants for substituted phenyliminomethyl group have been calculated.",
publisher = "Elsevier Science Bv, Amsterdam",
journal = "Journal of Molecular Structure",
title = "Linear free energy relationships applied to the reactivity and the C-13 NMR chemical shifts in 4-[[(substituted phenyl)imino]methyl]benzoic acids",
pages = "165-158",
volume = "1011",
doi = "10.1016/j.molstruc.2010.11.004"
}

Marinković, A., Jovanović, B. Ž., Assaleh, F. H., Vajs, V.,& Juranić, M. I.. (2012). Linear free energy relationships applied to the reactivity and the C-13 NMR chemical shifts in 4-[[(substituted phenyl)imino]methyl]benzoic acids. in Journal of Molecular Structure
Elsevier Science Bv, Amsterdam., 1011, 158-165.
https://doi.org/10.1016/j.molstruc.2010.11.004

Marinković A, Jovanović BŽ, Assaleh FH, Vajs V, Juranić MI. Linear free energy relationships applied to the reactivity and the C-13 NMR chemical shifts in 4-[[(substituted phenyl)imino]methyl]benzoic acids. in Journal of Molecular Structure. 2012;1011:158-165.
doi:10.1016/j.molstruc.2010.11.004 .

Marinković, Aleksandar, Jovanović, Bratislav Ž., Assaleh, Fathi H., Vajs, Vlatka, Juranić, Milan I., "Linear free energy relationships applied to the reactivity and the C-13 NMR chemical shifts in 4-[[(substituted phenyl)imino]methyl]benzoic acids" in Journal of Molecular Structure, 1011 (2012):158-165,
https://doi.org/10.1016/j.molstruc.2010.11.004 . .

TY  - JOUR
AU  - Assaleh, Fathi H.
AU  - Marinković, Aleksandar
AU  - Drmanić, Saša
AU  - Jovanović, Bratislav Ž.
PY  - 2007
UR  - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/1190
AB  - Rate constants for the reaction of diazodiphenylmethane (DDM) with 4-pyrimidinecarboxylic, 6-hydroxy-4-pyrimidinecarboxylic and 5-hydroxyorotic acids were determined in twelve protic solvents at 30 °C using the well known UV-spectrophotometric method. The second order rate contants for the examined acids were correlated using the appropriate solvent parameters by the equation log k = log k0 + af(e) + bs * + cngH were f(e) is the Kirkwood function of relative permittivity [(e-l)/(2e + 1 )], s * is the Taft polar constant for the alkyl group R in the alcohol ROH, and nyH is themumber of hydrogen atoms in the (-position in the alcohol. The results obtained for the investigated acids were compared with the corresponding results for benzoic, 2- and 3-hydroxybenzoic acids and the influence of the structure of the investigated acids on the reactivity in hydroxylic solvents is discussed. It was also possible to evaluate and distinguish the specific and non-specific solvent effects and their influence on the reaction rate.
AB  - Konstante brzina reakcija diazodifenilmetana (DDM) sa 4-pirimidinkarboksilnom, 6-hidroksi-4-pirimidinkarboksilnom i 5-hidroksiorotinskom kiselinom su određene u dvanaest protičnih rastvarača na 30 °C korišćenjem poznate UV-spektrofotometrijske metode. Konstante brzina reakcija drugog reda su korelisane sa odgovarajućim parametrima rastvarača korišćenjem solvatohromne jednačine u sledećem obliku: k = log k0 + af(e) + bs * + cngH gde je broj f(e) Kirkwood-ova funkcija permittivity [(e-l)/(2e + 1 )] relativne permitivnosti,, s * je Taft-ova konstanta alkil-grupe R alkohola ROH, i nyH je broj (-vodonikovih atoma. Dobijeni rezultati su poređeni sa rezultatima korelacija za benzoevu, kao i 2- i 3-hidroksibenzoevu kiselinu kako bi se diskutovao uticaj strukture ispitivanih kiselina u hidroksilnim rastvaračima na njihovu reaktivnost. Takođe su procenjeni specifični i nespecifični efekti rastvarača i njihov uticaj na brzinu ispitivanih reakcija.
PB  - Serbian Chemical Society, Belgrade
T2  - Journal of the Serbian Chemical Society
T1  - Investigation of the reactivity of 4-pyrimidinecarboxylic, 6-hydroxy-4-pyrimidinecarboxylic and 5-hydroxyorotic acids with diazodiphenylmethane in various alcohols: Part III
T1  - Ispitivanje reaktivnosti 4-pirimidinkarboksilne, 6-hidroksi-4-pirimidinkarboksilne i 5-hidroksiorotinske kiseline sa diazodifenilmetanom u različitim alkoholima
EP  - 214
IS  - 3
SP  - 205
VL  - 72
UR  - https://hdl.handle.net/21.15107/rcub_technorep_1190
ER  - 

@article{
author = "Assaleh, Fathi H. and Marinković, Aleksandar and Drmanić, Saša and Jovanović, Bratislav Ž.",
year = "2007",
abstract = "Rate constants for the reaction of diazodiphenylmethane (DDM) with 4-pyrimidinecarboxylic, 6-hydroxy-4-pyrimidinecarboxylic and 5-hydroxyorotic acids were determined in twelve protic solvents at 30 °C using the well known UV-spectrophotometric method. The second order rate contants for the examined acids were correlated using the appropriate solvent parameters by the equation log k = log k0 + af(e) + bs * + cngH were f(e) is the Kirkwood function of relative permittivity [(e-l)/(2e + 1 )], s * is the Taft polar constant for the alkyl group R in the alcohol ROH, and nyH is themumber of hydrogen atoms in the (-position in the alcohol. The results obtained for the investigated acids were compared with the corresponding results for benzoic, 2- and 3-hydroxybenzoic acids and the influence of the structure of the investigated acids on the reactivity in hydroxylic solvents is discussed. It was also possible to evaluate and distinguish the specific and non-specific solvent effects and their influence on the reaction rate., Konstante brzina reakcija diazodifenilmetana (DDM) sa 4-pirimidinkarboksilnom, 6-hidroksi-4-pirimidinkarboksilnom i 5-hidroksiorotinskom kiselinom su određene u dvanaest protičnih rastvarača na 30 °C korišćenjem poznate UV-spektrofotometrijske metode. Konstante brzina reakcija drugog reda su korelisane sa odgovarajućim parametrima rastvarača korišćenjem solvatohromne jednačine u sledećem obliku: k = log k0 + af(e) + bs * + cngH gde je broj f(e) Kirkwood-ova funkcija permittivity [(e-l)/(2e + 1 )] relativne permitivnosti,, s * je Taft-ova konstanta alkil-grupe R alkohola ROH, i nyH je broj (-vodonikovih atoma. Dobijeni rezultati su poređeni sa rezultatima korelacija za benzoevu, kao i 2- i 3-hidroksibenzoevu kiselinu kako bi se diskutovao uticaj strukture ispitivanih kiselina u hidroksilnim rastvaračima na njihovu reaktivnost. Takođe su procenjeni specifični i nespecifični efekti rastvarača i njihov uticaj na brzinu ispitivanih reakcija.",
publisher = "Serbian Chemical Society, Belgrade",
journal = "Journal of the Serbian Chemical Society",
title = "Investigation of the reactivity of 4-pyrimidinecarboxylic, 6-hydroxy-4-pyrimidinecarboxylic and 5-hydroxyorotic acids with diazodiphenylmethane in various alcohols: Part III, Ispitivanje reaktivnosti 4-pirimidinkarboksilne, 6-hidroksi-4-pirimidinkarboksilne i 5-hidroksiorotinske kiseline sa diazodifenilmetanom u različitim alkoholima",
pages = "214-205",
number = "3",
volume = "72",
url = "https://hdl.handle.net/21.15107/rcub_technorep_1190"
}

Assaleh, F. H., Marinković, A., Drmanić, S.,& Jovanović, B. Ž.. (2007). Investigation of the reactivity of 4-pyrimidinecarboxylic, 6-hydroxy-4-pyrimidinecarboxylic and 5-hydroxyorotic acids with diazodiphenylmethane in various alcohols: Part III. in Journal of the Serbian Chemical Society
Serbian Chemical Society, Belgrade., 72(3), 205-214.
https://hdl.handle.net/21.15107/rcub_technorep_1190

Assaleh FH, Marinković A, Drmanić S, Jovanović BŽ. Investigation of the reactivity of 4-pyrimidinecarboxylic, 6-hydroxy-4-pyrimidinecarboxylic and 5-hydroxyorotic acids with diazodiphenylmethane in various alcohols: Part III. in Journal of the Serbian Chemical Society. 2007;72(3):205-214.
https://hdl.handle.net/21.15107/rcub_technorep_1190 .

Assaleh, Fathi H., Marinković, Aleksandar, Drmanić, Saša, Jovanović, Bratislav Ž., "Investigation of the reactivity of 4-pyrimidinecarboxylic, 6-hydroxy-4-pyrimidinecarboxylic and 5-hydroxyorotic acids with diazodiphenylmethane in various alcohols: Part III" in Journal of the Serbian Chemical Society, 72, no. 3 (2007):205-214,
https://hdl.handle.net/21.15107/rcub_technorep_1190 .

TY  - JOUR
AU  - Assaleh, Fathi H.
AU  - Marinković, Aleksandar
AU  - Jovanović, Bratislav Ž.
AU  - Csanadi, Janos
PY  - 2007
UR  - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/1094
AB  - The C-13 NMR chemical shifts of seven N-1-p-substituted phenyl-5-methyl-4-carboxy uracils have been measured in deuterated dimethyl sulfoxide (DMSO-d sigma). The correlation analysis for the substituent-induced chemical shifts (SCS) with inductive (sigma(I)), and various resonance (sigma(R)) parameters were carried out through SSP (single substituent parameter), DSP (dual substituent parameter), and DSP-NLR (dual substituent parameter non-linear resonance) methods, as well as through multiple regression analysis. The presented calculation relative to the polar and resonance effects accounts satisfactorily for substituent effects at uracil carbon atoms. Negative rho values were found for several correlations (reverse substituent effect).
PB  - Elsevier Science Bv, Amsterdam
T2  - Journal of Molecular Structure
T1  - Carbon-13 substituent chemical shifts in N-1-p-substituted phenyl-5-methyl-4-carboxy uracils
EP  - 57
IS  - 1-3
SP  - 53
VL  - 833
DO  - 10.1016/j.molstruc.2006.09.002
ER  - 

@article{
author = "Assaleh, Fathi H. and Marinković, Aleksandar and Jovanović, Bratislav Ž. and Csanadi, Janos",
year = "2007",
abstract = "The C-13 NMR chemical shifts of seven N-1-p-substituted phenyl-5-methyl-4-carboxy uracils have been measured in deuterated dimethyl sulfoxide (DMSO-d sigma). The correlation analysis for the substituent-induced chemical shifts (SCS) with inductive (sigma(I)), and various resonance (sigma(R)) parameters were carried out through SSP (single substituent parameter), DSP (dual substituent parameter), and DSP-NLR (dual substituent parameter non-linear resonance) methods, as well as through multiple regression analysis. The presented calculation relative to the polar and resonance effects accounts satisfactorily for substituent effects at uracil carbon atoms. Negative rho values were found for several correlations (reverse substituent effect).",
publisher = "Elsevier Science Bv, Amsterdam",
journal = "Journal of Molecular Structure",
title = "Carbon-13 substituent chemical shifts in N-1-p-substituted phenyl-5-methyl-4-carboxy uracils",
pages = "57-53",
number = "1-3",
volume = "833",
doi = "10.1016/j.molstruc.2006.09.002"
}

Assaleh, F. H., Marinković, A., Jovanović, B. Ž.,& Csanadi, J.. (2007). Carbon-13 substituent chemical shifts in N-1-p-substituted phenyl-5-methyl-4-carboxy uracils. in Journal of Molecular Structure
Elsevier Science Bv, Amsterdam., 833(1-3), 53-57.
https://doi.org/10.1016/j.molstruc.2006.09.002

Assaleh FH, Marinković A, Jovanović BŽ, Csanadi J. Carbon-13 substituent chemical shifts in N-1-p-substituted phenyl-5-methyl-4-carboxy uracils. in Journal of Molecular Structure. 2007;833(1-3):53-57.
doi:10.1016/j.molstruc.2006.09.002 .

Assaleh, Fathi H., Marinković, Aleksandar, Jovanović, Bratislav Ž., Csanadi, Janos, "Carbon-13 substituent chemical shifts in N-1-p-substituted phenyl-5-methyl-4-carboxy uracils" in Journal of Molecular Structure, 833, no. 1-3 (2007):53-57,
https://doi.org/10.1016/j.molstruc.2006.09.002 . .

TY  - JOUR
AU  - Jovanović, Bratislav Ž.
AU  - Marinković, Aleksandar
AU  - Assaleh, Fathi H.
AU  - Csanadi, Janos
PY  - 2005
UR  - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/822
AB  - C-13 chemical shifts of the azomethine carbon atom for N-(substituted phenylmethylene)-3- and -4-aminobenzoic acids having a wide range of substituent effects, were determined in deuterated DMSO solution. Good Hammett correlations of the C-13 NMR chemical shifts of azomethine carbons with electrophilic substituent constants sigma(+)(p) for electron-donor substituents for both series of acids indicate an important resonance interaction of the substituents on the benzylidene ring with the azomethine carbon atom. On the other hand, good correlations of the 13 C NMR chemical shifts of azomethine carbon atom of both series of acids with inductive substituent constants for electron-acceptor substituents in benzylidene ring indicates that the chemical shifts are influenced only by inductive effect of the substituents. The demand for electrons by the azomethine carbon atom in both investigated series have been compared, discussing the mode of transmission of substituent effects, both inductive and resonance, in relation to the geometry of investigated imines.
PB  - Elsevier Science Bv, Amsterdam
T2  - Journal of Molecular Structure
T1  - Effect of substituents on the C-13 chemical shifts of the azomethine carbon atom of N-(substituted phenylmethylene)-3-and-4-aminobenzoic acids
EP  - 416
SP  - 411
VL  - 744
DO  - 10.1016/j.molstruc.2004.12.028
ER  - 

@article{
author = "Jovanović, Bratislav Ž. and Marinković, Aleksandar and Assaleh, Fathi H. and Csanadi, Janos",
year = "2005",
abstract = "C-13 chemical shifts of the azomethine carbon atom for N-(substituted phenylmethylene)-3- and -4-aminobenzoic acids having a wide range of substituent effects, were determined in deuterated DMSO solution. Good Hammett correlations of the C-13 NMR chemical shifts of azomethine carbons with electrophilic substituent constants sigma(+)(p) for electron-donor substituents for both series of acids indicate an important resonance interaction of the substituents on the benzylidene ring with the azomethine carbon atom. On the other hand, good correlations of the 13 C NMR chemical shifts of azomethine carbon atom of both series of acids with inductive substituent constants for electron-acceptor substituents in benzylidene ring indicates that the chemical shifts are influenced only by inductive effect of the substituents. The demand for electrons by the azomethine carbon atom in both investigated series have been compared, discussing the mode of transmission of substituent effects, both inductive and resonance, in relation to the geometry of investigated imines.",
publisher = "Elsevier Science Bv, Amsterdam",
journal = "Journal of Molecular Structure",
title = "Effect of substituents on the C-13 chemical shifts of the azomethine carbon atom of N-(substituted phenylmethylene)-3-and-4-aminobenzoic acids",
pages = "416-411",
volume = "744",
doi = "10.1016/j.molstruc.2004.12.028"
}

Jovanović, B. Ž., Marinković, A., Assaleh, F. H.,& Csanadi, J.. (2005). Effect of substituents on the C-13 chemical shifts of the azomethine carbon atom of N-(substituted phenylmethylene)-3-and-4-aminobenzoic acids. in Journal of Molecular Structure
Elsevier Science Bv, Amsterdam., 744, 411-416.
https://doi.org/10.1016/j.molstruc.2004.12.028

Jovanović BŽ, Marinković A, Assaleh FH, Csanadi J. Effect of substituents on the C-13 chemical shifts of the azomethine carbon atom of N-(substituted phenylmethylene)-3-and-4-aminobenzoic acids. in Journal of Molecular Structure. 2005;744:411-416.
doi:10.1016/j.molstruc.2004.12.028 .

Jovanović, Bratislav Ž., Marinković, Aleksandar, Assaleh, Fathi H., Csanadi, Janos, "Effect of substituents on the C-13 chemical shifts of the azomethine carbon atom of N-(substituted phenylmethylene)-3-and-4-aminobenzoic acids" in Journal of Molecular Structure, 744 (2005):411-416,
https://doi.org/10.1016/j.molstruc.2004.12.028 . .

TY  - JOUR
AU  - Jovanović, Bratislav Ž.
AU  - Assaleh, Fathi H.
AU  - Marinković, Aleksandar
PY  - 2004
UR  - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/631
AB  - Rate konstants for the reaction of eight 5-substituted orotic acids with diazodiphenylmethane (DDM) in dimethylformamide (DMF) were determined at 30 ºC by the known spectrophotometricmethod. The determined rate constants were correlated with the equations: logk2 = ασ1+βσR+h logk2 = ασ1+βσR+ψν+h to detect the presence and investigate the influence of both electrical and steric substituent effects. The obtained results show that the electrical effect (the localized – field and delocalized – resonance) is predominant and that the steric effect, althought present, is releatively small in this reaction.
AB  - Konstante brzine za reakciju osam 5-spstituisanih orotinskih kiselina sa diazodifenilmetanom (DDM) određene su na 30 ºC u dimetilformamidu (DMF) kao rastvarač u, poznatom spektrofotometrijskim metodom. Konstante brzina ispitivanih reakcija korelisane su sledećim jednačinama: logk2 = ασ1+βσR+h logk2 = ασ1+βσR+ψν+h sa ciljem da se odrede efekti supstituenata. Dobijeni rezultati ukazuju na to da su električni efekti supstituenata (induktivni i rezonantni) preovlađujući, a da su sterni efekti supstituenata, iako su prisutni, u odnosu na njih relativno mali.
PB  - Serbian Chemical Society, Belgrade
T2  - Journal of the Serbian Chemical Society
T1  - Kinetics of the reaction of 5-substituted orotic acids with diazodiphenylmethane
T1  - Kinetika reakcije 5-supstituisanih orotinskih kiselina sa dizaodifenilmetanom
EP  - 953
IS  - 11
SP  - 949
VL  - 69
UR  - https://hdl.handle.net/21.15107/rcub_technorep_631
ER  - 

@article{
author = "Jovanović, Bratislav Ž. and Assaleh, Fathi H. and Marinković, Aleksandar",
year = "2004",
abstract = "Rate konstants for the reaction of eight 5-substituted orotic acids with diazodiphenylmethane (DDM) in dimethylformamide (DMF) were determined at 30 ºC by the known spectrophotometricmethod. The determined rate constants were correlated with the equations: logk2 = ασ1+βσR+h logk2 = ασ1+βσR+ψν+h to detect the presence and investigate the influence of both electrical and steric substituent effects. The obtained results show that the electrical effect (the localized – field and delocalized – resonance) is predominant and that the steric effect, althought present, is releatively small in this reaction., Konstante brzine za reakciju osam 5-spstituisanih orotinskih kiselina sa diazodifenilmetanom (DDM) određene su na 30 ºC u dimetilformamidu (DMF) kao rastvarač u, poznatom spektrofotometrijskim metodom. Konstante brzina ispitivanih reakcija korelisane su sledećim jednačinama: logk2 = ασ1+βσR+h logk2 = ασ1+βσR+ψν+h sa ciljem da se odrede efekti supstituenata. Dobijeni rezultati ukazuju na to da su električni efekti supstituenata (induktivni i rezonantni) preovlađujući, a da su sterni efekti supstituenata, iako su prisutni, u odnosu na njih relativno mali.",
publisher = "Serbian Chemical Society, Belgrade",
journal = "Journal of the Serbian Chemical Society",
title = "Kinetics of the reaction of 5-substituted orotic acids with diazodiphenylmethane, Kinetika reakcije 5-supstituisanih orotinskih kiselina sa dizaodifenilmetanom",
pages = "953-949",
number = "11",
volume = "69",
url = "https://hdl.handle.net/21.15107/rcub_technorep_631"
}

Jovanović, B. Ž., Assaleh, F. H.,& Marinković, A.. (2004). Kinetics of the reaction of 5-substituted orotic acids with diazodiphenylmethane. in Journal of the Serbian Chemical Society
Serbian Chemical Society, Belgrade., 69(11), 949-953.
https://hdl.handle.net/21.15107/rcub_technorep_631

Jovanović BŽ, Assaleh FH, Marinković A. Kinetics of the reaction of 5-substituted orotic acids with diazodiphenylmethane. in Journal of the Serbian Chemical Society. 2004;69(11):949-953.
https://hdl.handle.net/21.15107/rcub_technorep_631 .

Jovanović, Bratislav Ž., Assaleh, Fathi H., Marinković, Aleksandar, "Kinetics of the reaction of 5-substituted orotic acids with diazodiphenylmethane" in Journal of the Serbian Chemical Society, 69, no. 11 (2004):949-953,
https://hdl.handle.net/21.15107/rcub_technorep_631 .