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).
Keywords:
C-13 substituent chemical shifts / linear free energy relationships / N-1-p-substituted phenyl-5-methyl-4-carboxy uracils
Source:
Journal of Molecular Structure, 2007, 833, 1-3, 53-57
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 . .
