Effect of substituents on the C-13 chemical shifts of the azomethine carbon atom of N-(substituted phenylmethylene)-3-and-4-aminobenzoic acids
Само за регистроване кориснике
2005
Чланак у часопису (Објављена верзија)
Метаподаци
Приказ свих података о документуАпстракт
C-13 chemical shifts of the azomethine carbon atom for N-(substituted phenylmethylene)-3- and -4-aminobenzoic acids having a wide range of substituent effects, were determined in deuterated DMSO solution. Good Hammett correlations of the C-13 NMR chemical shifts of azomethine carbons with electrophilic substituent constants sigma(+)(p) for electron-donor substituents for both series of acids indicate an important resonance interaction of the substituents on the benzylidene ring with the azomethine carbon atom. On the other hand, good correlations of the 13 C NMR chemical shifts of azomethine carbon atom of both series of acids with inductive substituent constants for electron-acceptor substituents in benzylidene ring indicates that the chemical shifts are influenced only by inductive effect of the substituents. The demand for electrons by the azomethine carbon atom in both investigated series have been compared, discussing the mode of transmission of substituent effects, both inductive... and resonance, in relation to the geometry of investigated imines.
Кључне речи:
C-13 NMR spectroscopy / spectra-structure correlations / N-(substituted phenylmethylene)-3-aminobenzoic acids / N-(substituted phenylmethylene)-4-aminobenzoic acidsИзвор:
Journal of Molecular Structure, 2005, 744, 411-416Издавач:
- Elsevier Science Bv, Amsterdam
DOI: 10.1016/j.molstruc.2004.12.028
ISSN: 0022-2860
WoS: 000229657700054
Scopus: 2-s2.0-19444366958
Институција/група
Tehnološko-metalurški fakultetTY - JOUR AU - Jovanović, Bratislav Ž. AU - Marinković, Aleksandar AU - Assaleh, Fathi H. AU - Csanadi, Janos PY - 2005 UR - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/822 AB - C-13 chemical shifts of the azomethine carbon atom for N-(substituted phenylmethylene)-3- and -4-aminobenzoic acids having a wide range of substituent effects, were determined in deuterated DMSO solution. Good Hammett correlations of the C-13 NMR chemical shifts of azomethine carbons with electrophilic substituent constants sigma(+)(p) for electron-donor substituents for both series of acids indicate an important resonance interaction of the substituents on the benzylidene ring with the azomethine carbon atom. On the other hand, good correlations of the 13 C NMR chemical shifts of azomethine carbon atom of both series of acids with inductive substituent constants for electron-acceptor substituents in benzylidene ring indicates that the chemical shifts are influenced only by inductive effect of the substituents. The demand for electrons by the azomethine carbon atom in both investigated series have been compared, discussing the mode of transmission of substituent effects, both inductive and resonance, in relation to the geometry of investigated imines. PB - Elsevier Science Bv, Amsterdam T2 - Journal of Molecular Structure T1 - Effect of substituents on the C-13 chemical shifts of the azomethine carbon atom of N-(substituted phenylmethylene)-3-and-4-aminobenzoic acids EP - 416 SP - 411 VL - 744 DO - 10.1016/j.molstruc.2004.12.028 ER -
@article{ author = "Jovanović, Bratislav Ž. and Marinković, Aleksandar and Assaleh, Fathi H. and Csanadi, Janos", year = "2005", abstract = "C-13 chemical shifts of the azomethine carbon atom for N-(substituted phenylmethylene)-3- and -4-aminobenzoic acids having a wide range of substituent effects, were determined in deuterated DMSO solution. Good Hammett correlations of the C-13 NMR chemical shifts of azomethine carbons with electrophilic substituent constants sigma(+)(p) for electron-donor substituents for both series of acids indicate an important resonance interaction of the substituents on the benzylidene ring with the azomethine carbon atom. On the other hand, good correlations of the 13 C NMR chemical shifts of azomethine carbon atom of both series of acids with inductive substituent constants for electron-acceptor substituents in benzylidene ring indicates that the chemical shifts are influenced only by inductive effect of the substituents. The demand for electrons by the azomethine carbon atom in both investigated series have been compared, discussing the mode of transmission of substituent effects, both inductive and resonance, in relation to the geometry of investigated imines.", publisher = "Elsevier Science Bv, Amsterdam", journal = "Journal of Molecular Structure", title = "Effect of substituents on the C-13 chemical shifts of the azomethine carbon atom of N-(substituted phenylmethylene)-3-and-4-aminobenzoic acids", pages = "416-411", volume = "744", doi = "10.1016/j.molstruc.2004.12.028" }
Jovanović, B. Ž., Marinković, A., Assaleh, F. H.,& Csanadi, J.. (2005). Effect of substituents on the C-13 chemical shifts of the azomethine carbon atom of N-(substituted phenylmethylene)-3-and-4-aminobenzoic acids. in Journal of Molecular Structure Elsevier Science Bv, Amsterdam., 744, 411-416. https://doi.org/10.1016/j.molstruc.2004.12.028
Jovanović BŽ, Marinković A, Assaleh FH, Csanadi J. Effect of substituents on the C-13 chemical shifts of the azomethine carbon atom of N-(substituted phenylmethylene)-3-and-4-aminobenzoic acids. in Journal of Molecular Structure. 2005;744:411-416. doi:10.1016/j.molstruc.2004.12.028 .
Jovanović, Bratislav Ž., Marinković, Aleksandar, Assaleh, Fathi H., Csanadi, Janos, "Effect of substituents on the C-13 chemical shifts of the azomethine carbon atom of N-(substituted phenylmethylene)-3-and-4-aminobenzoic acids" in Journal of Molecular Structure, 744 (2005):411-416, https://doi.org/10.1016/j.molstruc.2004.12.028 . .