C-13 NMR spectra of pyridine chalcone analogs
Abstract
C-13 NMR spectra of two series of pyridine chalcone analogs were determined in deuterated dimethylsulphoxide (DMSO-d(6)). It was established that these compounds were in more stable E-configurations except for the 4-pyridalacetophenone which was in Z-configuration. On the basis of the Hammett correlations of C-13 NMR chemical shifts of the ethylenic bond carbon atoms and the a values for the pyridine "aza" groups, the polarization of ethylenic bonds were discussed. It was established that the opposite effect of the pyridine substituents at the electronic density distribution in pyridalacetophenone and cinnamoylpyridines depends on its direct bonding to the ethylenic carbon or the transmission electronic effects via the carbonyl group, respectively.
Keywords:
C-13 NMR spectroscopy / pyridine chalcone analogs / spectra-structure correlationsSource:
Journal of Molecular Structure, 1999, 482, 371-374Publisher:
- Elsevier, Amsterdam
DOI: 10.1016/S0022-2860(98)00859-X
ISSN: 0022-2860
WoS: 000081038100069
Scopus: 2-s2.0-0345465611
Institution/Community
Tehnološko-metalurški fakultetTY - JOUR AU - Jovanović, Bratislav Ž. AU - Misić-Vuković, Milica AU - Marinković, Aleksandar AU - Csanadi, Janos PY - 1999 UR - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/238 AB - C-13 NMR spectra of two series of pyridine chalcone analogs were determined in deuterated dimethylsulphoxide (DMSO-d(6)). It was established that these compounds were in more stable E-configurations except for the 4-pyridalacetophenone which was in Z-configuration. On the basis of the Hammett correlations of C-13 NMR chemical shifts of the ethylenic bond carbon atoms and the a values for the pyridine "aza" groups, the polarization of ethylenic bonds were discussed. It was established that the opposite effect of the pyridine substituents at the electronic density distribution in pyridalacetophenone and cinnamoylpyridines depends on its direct bonding to the ethylenic carbon or the transmission electronic effects via the carbonyl group, respectively. PB - Elsevier, Amsterdam T2 - Journal of Molecular Structure T1 - C-13 NMR spectra of pyridine chalcone analogs EP - 374 SP - 371 VL - 482 DO - 10.1016/S0022-2860(98)00859-X ER -
@article{ author = "Jovanović, Bratislav Ž. and Misić-Vuković, Milica and Marinković, Aleksandar and Csanadi, Janos", year = "1999", abstract = "C-13 NMR spectra of two series of pyridine chalcone analogs were determined in deuterated dimethylsulphoxide (DMSO-d(6)). It was established that these compounds were in more stable E-configurations except for the 4-pyridalacetophenone which was in Z-configuration. On the basis of the Hammett correlations of C-13 NMR chemical shifts of the ethylenic bond carbon atoms and the a values for the pyridine "aza" groups, the polarization of ethylenic bonds were discussed. It was established that the opposite effect of the pyridine substituents at the electronic density distribution in pyridalacetophenone and cinnamoylpyridines depends on its direct bonding to the ethylenic carbon or the transmission electronic effects via the carbonyl group, respectively.", publisher = "Elsevier, Amsterdam", journal = "Journal of Molecular Structure", title = "C-13 NMR spectra of pyridine chalcone analogs", pages = "374-371", volume = "482", doi = "10.1016/S0022-2860(98)00859-X" }
Jovanović, B. Ž., Misić-Vuković, M., Marinković, A.,& Csanadi, J.. (1999). C-13 NMR spectra of pyridine chalcone analogs. in Journal of Molecular Structure Elsevier, Amsterdam., 482, 371-374. https://doi.org/10.1016/S0022-2860(98)00859-X
Jovanović BŽ, Misić-Vuković M, Marinković A, Csanadi J. C-13 NMR spectra of pyridine chalcone analogs. in Journal of Molecular Structure. 1999;482:371-374. doi:10.1016/S0022-2860(98)00859-X .
Jovanović, Bratislav Ž., Misić-Vuković, Milica, Marinković, Aleksandar, Csanadi, Janos, "C-13 NMR spectra of pyridine chalcone analogs" in Journal of Molecular Structure, 482 (1999):371-374, https://doi.org/10.1016/S0022-2860(98)00859-X . .