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Effect of substituents on the C-13 NMR chemical shifts of para-substituted alpha-phenyl-beta-pyridylacrylic acids

Authorized Users Only
1997
Authors
Jovanović, Bratislav Ž.
Misić-Vuković, Milica
Drmanić, Saša
Canadi, JJ
Article (Published version)
Metadata
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Abstract
The C-13 NMR spectra of para-substituted alpha-phenylcinnamic and 3- and 4-pyridylacrylic acids, with a wide range of substituents effects, were determined in deuterated dimethylsulfoxide (DMSO-d(6)). The effect of substituents in both the alpha-phenyl and beta-pyridine groups in these acids is investigated using linear free energy relationships and multiple regression analysis as applied to C-13 NMR chemical shifts of the C-alpha and C-beta of the ethylenic bond and the carboxylic group carbon. Dissection of the alpha-phenyl substituent effects into the inductive and resonance components, using the dual substituent parameter (DSP) method, points to a blend of inductive and resonance effects in the pi-electronic system.
Keywords:
NMR spectroscopy / spectra-structure correlation / para-substituted alpha-phenyl-pyridylacrylic acids
Source:
Journal of Molecular Structure, 1997, 410, 39-41
Publisher:
  • Elsevier, Amsterdam

DOI: 10.1016/S0022-2860(96)09563-4

ISSN: 0022-2860

WoS: A1997XL06500010

Scopus: 2-s2.0-12644286568
[ Google Scholar ]
2
2
URI
http://TechnoRep.tmf.bg.ac.rs/handle/123456789/135
Collections
  • Radovi istraživača / Researchers’ publications (TMF)
Institution/Community
Tehnološko-metalurški fakultet
TY  - JOUR
AU  - Jovanović, Bratislav Ž.
AU  - Misić-Vuković, Milica
AU  - Drmanić, Saša
AU  - Canadi, JJ
PY  - 1997
UR  - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/135
AB  - The C-13 NMR spectra of para-substituted alpha-phenylcinnamic and 3- and 4-pyridylacrylic acids, with a wide range of substituents effects, were determined in deuterated dimethylsulfoxide (DMSO-d(6)). The effect of substituents in both the alpha-phenyl and beta-pyridine groups in these acids is investigated using linear free energy relationships and multiple regression analysis as applied to C-13 NMR chemical shifts of the C-alpha and C-beta of the ethylenic bond and the carboxylic group carbon. Dissection of the alpha-phenyl substituent effects into the inductive and resonance components, using the dual substituent parameter (DSP) method, points to a blend of inductive and resonance effects in the pi-electronic system.
PB  - Elsevier, Amsterdam
T2  - Journal of Molecular Structure
T1  - Effect of substituents on the C-13 NMR chemical shifts of para-substituted alpha-phenyl-beta-pyridylacrylic acids
EP  - 41
SP  - 39
VL  - 410
DO  - 10.1016/S0022-2860(96)09563-4
ER  - 
@article{
author = "Jovanović, Bratislav Ž. and Misić-Vuković, Milica and Drmanić, Saša and Canadi, JJ",
year = "1997",
abstract = "The C-13 NMR spectra of para-substituted alpha-phenylcinnamic and 3- and 4-pyridylacrylic acids, with a wide range of substituents effects, were determined in deuterated dimethylsulfoxide (DMSO-d(6)). The effect of substituents in both the alpha-phenyl and beta-pyridine groups in these acids is investigated using linear free energy relationships and multiple regression analysis as applied to C-13 NMR chemical shifts of the C-alpha and C-beta of the ethylenic bond and the carboxylic group carbon. Dissection of the alpha-phenyl substituent effects into the inductive and resonance components, using the dual substituent parameter (DSP) method, points to a blend of inductive and resonance effects in the pi-electronic system.",
publisher = "Elsevier, Amsterdam",
journal = "Journal of Molecular Structure",
title = "Effect of substituents on the C-13 NMR chemical shifts of para-substituted alpha-phenyl-beta-pyridylacrylic acids",
pages = "41-39",
volume = "410",
doi = "10.1016/S0022-2860(96)09563-4"
}
Jovanović, B. Ž., Misić-Vuković, M., Drmanić, S.,& Canadi, J.. (1997). Effect of substituents on the C-13 NMR chemical shifts of para-substituted alpha-phenyl-beta-pyridylacrylic acids. in Journal of Molecular Structure
Elsevier, Amsterdam., 410, 39-41.
https://doi.org/10.1016/S0022-2860(96)09563-4
Jovanović BŽ, Misić-Vuković M, Drmanić S, Canadi J. Effect of substituents on the C-13 NMR chemical shifts of para-substituted alpha-phenyl-beta-pyridylacrylic acids. in Journal of Molecular Structure. 1997;410:39-41.
doi:10.1016/S0022-2860(96)09563-4 .
Jovanović, Bratislav Ž., Misić-Vuković, Milica, Drmanić, Saša, Canadi, JJ, "Effect of substituents on the C-13 NMR chemical shifts of para-substituted alpha-phenyl-beta-pyridylacrylic acids" in Journal of Molecular Structure, 410 (1997):39-41,
https://doi.org/10.1016/S0022-2860(96)09563-4 . .

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