TY  - JOUR
AU  - Stojiljkovic, Ivana N.
AU  - Rancic, Milica P.
AU  - Marinković, Aleksandar
AU  - Cvijetić, Ilija
AU  - Milcic, Milos K.
PY  - 2021
UR  - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/4891
AB  - Electronic interactions in donor-pi-linker-acceptor systems with barbituric acid as an electron acceptor and possible electron donor were investigated to screen promising candidates with a push-pull character based on experimental and quantum chemical studies. The tautomeric properties of 5-benzylidenebarbituric acid derivatives were studied with NMR spectra, spectrophotometric determination of the pKa values, and quantum chemical calculations. Linear solvation energy relationships (LSER) and linear free energy relationships (LFER) were applied to the spectral data - UV frequencies and C-13 NMR chemical shifts. The experimental studies of the nature of the ground and excited state of investigated compounds were successfully interpreted using a computational chemistry approach including ab initio MP2 geometry optimization and time-dependent DFT calculations of excited states. Quantification of the push-pull character of barbituric acid derivatives was performed by the (CNMR)-C-13 chemical shift differences, Mayer pi bond order analysis, hole-electron distribution analysis, and calculations of intramolecular charge transfer (ICT) indices. The results obtained show, that when coupled with a strong electron-donor, barbituric acid can act as the electron-acceptor in push-pull systems, and when coupled with a strong electron-acceptor, barbituric acid can act as the weak electron-donor.
T2  - Spectrochimica Acta Part A-Molecular and Biomolecular Spectroscopy
T1  - Assessing the potential of para-donor and para-acceptor substituted 5-benzylidenebarbituric acid derivatives as push-pull electronic systems: Experimental and quantum chemical study
VL  - 253
DO  - 10.1016/j.saa.2021.119576
ER  - 

@article{
author = "Stojiljkovic, Ivana N. and Rancic, Milica P. and Marinković, Aleksandar and Cvijetić, Ilija and Milcic, Milos K.",
year = "2021",
abstract = "Electronic interactions in donor-pi-linker-acceptor systems with barbituric acid as an electron acceptor and possible electron donor were investigated to screen promising candidates with a push-pull character based on experimental and quantum chemical studies. The tautomeric properties of 5-benzylidenebarbituric acid derivatives were studied with NMR spectra, spectrophotometric determination of the pKa values, and quantum chemical calculations. Linear solvation energy relationships (LSER) and linear free energy relationships (LFER) were applied to the spectral data - UV frequencies and C-13 NMR chemical shifts. The experimental studies of the nature of the ground and excited state of investigated compounds were successfully interpreted using a computational chemistry approach including ab initio MP2 geometry optimization and time-dependent DFT calculations of excited states. Quantification of the push-pull character of barbituric acid derivatives was performed by the (CNMR)-C-13 chemical shift differences, Mayer pi bond order analysis, hole-electron distribution analysis, and calculations of intramolecular charge transfer (ICT) indices. The results obtained show, that when coupled with a strong electron-donor, barbituric acid can act as the electron-acceptor in push-pull systems, and when coupled with a strong electron-acceptor, barbituric acid can act as the weak electron-donor.",
journal = "Spectrochimica Acta Part A-Molecular and Biomolecular Spectroscopy",
title = "Assessing the potential of para-donor and para-acceptor substituted 5-benzylidenebarbituric acid derivatives as push-pull electronic systems: Experimental and quantum chemical study",
volume = "253",
doi = "10.1016/j.saa.2021.119576"
}

Stojiljkovic, I. N., Rancic, M. P., Marinković, A., Cvijetić, I.,& Milcic, M. K.. (2021). Assessing the potential of para-donor and para-acceptor substituted 5-benzylidenebarbituric acid derivatives as push-pull electronic systems: Experimental and quantum chemical study. in Spectrochimica Acta Part A-Molecular and Biomolecular Spectroscopy, 253.
https://doi.org/10.1016/j.saa.2021.119576

Stojiljkovic IN, Rancic MP, Marinković A, Cvijetić I, Milcic MK. Assessing the potential of para-donor and para-acceptor substituted 5-benzylidenebarbituric acid derivatives as push-pull electronic systems: Experimental and quantum chemical study. in Spectrochimica Acta Part A-Molecular and Biomolecular Spectroscopy. 2021;253.
doi:10.1016/j.saa.2021.119576 .

Stojiljkovic, Ivana N., Rancic, Milica P., Marinković, Aleksandar, Cvijetić, Ilija, Milcic, Milos K., "Assessing the potential of para-donor and para-acceptor substituted 5-benzylidenebarbituric acid derivatives as push-pull electronic systems: Experimental and quantum chemical study" in Spectrochimica Acta Part A-Molecular and Biomolecular Spectroscopy, 253 (2021),
https://doi.org/10.1016/j.saa.2021.119576 . .