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Effect of substituents on the 13 C chemical shifts of the azomethine carbon atom of N-(phenyl substituted) pyridine-4-aldimines

Authorized Users Only
1999
Authors
Jovanović, Bratislav Ž.
Mišić-Vuković, Milica M.
Marinković, Aleksandar D.
Vajs, Vlatka
Article (Published version)
,
Elsevier
Metadata
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Abstract
13 C chemical shifts of the azomethine carbon atom for N-(substituted phenyl)pyridine-4-aldimines, 4-Py-CH=N-C 6 H 4 -X, X having a wide range of substituent effects, have been determined in CDCl 3 solution. Exceptionally good Hammett correlations of 13 C NMR chemical shifts of azomethine carbons with electrophilic substituent constants σ + 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 elections in the investigated system is being compared with that of the N- benzylidenaniline. The mode of transmission of substituent effects, both inductive and resonance, both systems, is discussed.
Keywords:
13C NMR spectroscopy / Spectra–structure correlations / N-(substituted phenyl) pyridine-4-aldimines
Source:
Journal of Molecular Structure, 1999, 482-483, 375-378
Publisher:
  • Elsevier

DOI: 10.1016/S0022-2860(98)00860-6

ISSN: 0022-2860

WoS: 000081038100070

Scopus: 2-s2.0-0344171895
[ Google Scholar ]
14
15
URI
https://cer.ihtm.bg.ac.rs/handle/123456789/2813
Collections
  • Radovi istraživača / Researchers' publications
Institution/Community
IHTM
TY  - JOUR
AU  - Jovanović, Bratislav Ž.
AU  - Mišić-Vuković, Milica M.
AU  - Marinković, Aleksandar D.
AU  - Vajs, Vlatka
PY  - 1999
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/2813
AB  - 13 C chemical shifts of the azomethine carbon atom for N-(substituted phenyl)pyridine-4-aldimines, 4-Py-CH=N-C 6 H 4 -X, X having a wide range of substituent effects, have been determined in CDCl 3 solution. Exceptionally good Hammett correlations of 13 C NMR chemical shifts of azomethine carbons with electrophilic substituent constants σ + 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 elections in the investigated system is being compared with that of the N- benzylidenaniline. The mode of transmission of substituent effects, both inductive and resonance, both systems, is discussed.
PB  - Elsevier
T2  - Journal of Molecular Structure
T1  - Effect of substituents on the 13 C chemical shifts of the azomethine carbon atom of N-(phenyl substituted) pyridine-4-aldimines
VL  - 482-483
SP  - 375
EP  - 378
DO  - 10.1016/S0022-2860(98)00860-6
ER  - 
@article{
author = "Jovanović, Bratislav Ž. and Mišić-Vuković, Milica M. and Marinković, Aleksandar D. and Vajs, Vlatka",
year = "1999",
abstract = "13 C chemical shifts of the azomethine carbon atom for N-(substituted phenyl)pyridine-4-aldimines, 4-Py-CH=N-C 6 H 4 -X, X having a wide range of substituent effects, have been determined in CDCl 3 solution. Exceptionally good Hammett correlations of 13 C NMR chemical shifts of azomethine carbons with electrophilic substituent constants σ + 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 elections in the investigated system is being compared with that of the N- benzylidenaniline. The mode of transmission of substituent effects, both inductive and resonance, both systems, is discussed.",
publisher = "Elsevier",
journal = "Journal of Molecular Structure",
title = "Effect of substituents on the 13 C chemical shifts of the azomethine carbon atom of N-(phenyl substituted) pyridine-4-aldimines",
volume = "482-483",
pages = "375-378",
doi = "10.1016/S0022-2860(98)00860-6"
}
Jovanović, B. Ž., Mišić-Vuković, M. M., Marinković, A. D.,& Vajs, V.. (1999). Effect of substituents on the 13 C chemical shifts of the azomethine carbon atom of N-(phenyl substituted) pyridine-4-aldimines. in Journal of Molecular Structure
Elsevier., 482-483, 375-378.
https://doi.org/10.1016/S0022-2860(98)00860-6
Jovanović BŽ, Mišić-Vuković MM, Marinković AD, Vajs V. Effect of substituents on the 13 C chemical shifts of the azomethine carbon atom of N-(phenyl substituted) pyridine-4-aldimines. in Journal of Molecular Structure. 1999;482-483:375-378.
doi:10.1016/S0022-2860(98)00860-6 .
Jovanović, Bratislav Ž., Mišić-Vuković, Milica M., Marinković, Aleksandar D., Vajs, Vlatka, "Effect of substituents on the 13 C chemical shifts of the azomethine carbon atom of N-(phenyl substituted) pyridine-4-aldimines" in Journal of Molecular Structure, 482-483 (1999):375-378,
https://doi.org/10.1016/S0022-2860(98)00860-6 . .

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