C-13 chemical shifts of the azomethine carbon atom for N-(substituted phenyl)pyridine-4-aldimines, 4-Py-CH=N-C6H4-X, X having a wide range of substituent effects, have been determined in CDCl3 solution. Exceptionally good Hammett correlations of C-13 NMR chemical shifts of azomethine carbons with electrophilic substituent constants sigma(+) points out to a strong resonance interaction of substituents on the aniline ring with the azomethine carbon atom of the investigated imines. The increased demand for electrons in the investigated system is being compared with that of the N-benzylidenaniline. The mode of transmission of substituent effects, both inductive and resonance, in both systems, is discussed.
TY - JOUR
AU - Jovanović, Bratislav Ž.
AU - Misić-Vuković, Milica
AU - Marinković, Aleksandar
AU - Vajs, Vlatka
PY - 1999
UR - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/257
AB - C-13 chemical shifts of the azomethine carbon atom for N-(substituted phenyl)pyridine-4-aldimines, 4-Py-CH=N-C6H4-X, X having a wide range of substituent effects, have been determined in CDCl3 solution. Exceptionally good Hammett correlations of C-13 NMR chemical shifts of azomethine carbons with electrophilic substituent constants sigma(+) points out to a strong resonance interaction of substituents on the aniline ring with the azomethine carbon atom of the investigated imines. The increased demand for electrons in the investigated system is being compared with that of the N-benzylidenaniline. The mode of transmission of substituent effects, both inductive and resonance, in both systems, is discussed.
PB - Elsevier, Amsterdam
T2 - Journal of Molecular Structure
T1 - Effect of substituents on the C-13 chemical shifts of the azomethine carbon atom of N-(phenyl substituted) pyridine-4-aldimines
EP - 378
SP - 375
VL - 482
DO - 10.1016/S0022-2860(98)00860-6
ER -
@article{
author = "Jovanović, Bratislav Ž. and Misić-Vuković, Milica and Marinković, Aleksandar and Vajs, Vlatka",
year = "1999",
abstract = "C-13 chemical shifts of the azomethine carbon atom for N-(substituted phenyl)pyridine-4-aldimines, 4-Py-CH=N-C6H4-X, X having a wide range of substituent effects, have been determined in CDCl3 solution. Exceptionally good Hammett correlations of C-13 NMR chemical shifts of azomethine carbons with electrophilic substituent constants sigma(+) points out to a strong resonance interaction of substituents on the aniline ring with the azomethine carbon atom of the investigated imines. The increased demand for electrons in the investigated system is being compared with that of the N-benzylidenaniline. The mode of transmission of substituent effects, both inductive and resonance, in both systems, is discussed.",
publisher = "Elsevier, Amsterdam",
journal = "Journal of Molecular Structure",
title = "Effect of substituents on the C-13 chemical shifts of the azomethine carbon atom of N-(phenyl substituted) pyridine-4-aldimines",
pages = "378-375",
volume = "482",
doi = "10.1016/S0022-2860(98)00860-6"
}
Jovanović, B. Ž., Misić-Vuković, M., Marinković, A.,& Vajs, V.. (1999). Effect of substituents on the C-13 chemical shifts of the azomethine carbon atom of N-(phenyl substituted) pyridine-4-aldimines. in Journal of Molecular Structure
Elsevier, Amsterdam., 482, 375-378.
https://doi.org/10.1016/S0022-2860(98)00860-6
Jovanović BŽ, Misić-Vuković M, Marinković A, Vajs V. Effect of substituents on the C-13 chemical shifts of the azomethine carbon atom of N-(phenyl substituted) pyridine-4-aldimines. in Journal of Molecular Structure. 1999;482:375-378.
doi:10.1016/S0022-2860(98)00860-6 .
Jovanović, Bratislav Ž., Misić-Vuković, Milica, Marinković, Aleksandar, Vajs, Vlatka, "Effect of substituents on the C-13 chemical shifts of the azomethine carbon atom of N-(phenyl substituted) pyridine-4-aldimines" in Journal of Molecular Structure, 482 (1999):375-378,
https://doi.org/10.1016/S0022-2860(98)00860-6 . .
