The infrared spectra have been recorded for the N-substituted 2-phenylacetamides. The effect of substitutents on the spectral characteristics of the C=O group was investigated. When the electron-releasing substitutents are attached to the nitrogen atom, substituent effects are transmitted to the C=O group by the usual mechanism. However, the effect of electron-withdrawing substituents appears to be quite opposite, i.e., the carbonyl stretching vibrations are decreased. FT-IR data related to C=O stretchning frequencies are correlated with the sample Hammett equation Qx = σp + h and with the extended Hammett equation Qx = ασl + βσR + h. These correlations were interpreted in view of the transmission of electronic effects of the substitutents through the amide bond.
TY - JOUR
AU - Ušćumlić, Gordana
AU - Stojanović, N.D.
AU - Petrović, Slobodan
PY - 1997
UR - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/124
AB - The infrared spectra have been recorded for the N-substituted 2-phenylacetamides. The effect of substitutents on the spectral characteristics of the C=O group was investigated. When the electron-releasing substitutents are attached to the nitrogen atom, substituent effects are transmitted to the C=O group by the usual mechanism. However, the effect of electron-withdrawing substituents appears to be quite opposite, i.e., the carbonyl stretching vibrations are decreased. FT-IR data related to C=O stretchning frequencies are correlated with the sample Hammett equation Qx = σp + h and with the extended Hammett equation Qx = ασl + βσR + h. These correlations were interpreted in view of the transmission of electronic effects of the substitutents through the amide bond.
PB - Serbian Chemical Society, Belgrade
T2 - Journal of the Serbian Chemical Society
T1 - Substituent effect on C=O stetching vibrations in N-substituted 2-phenylacetamides
EP - 539
IS - 7
SP - 535
VL - 62
UR - https://hdl.handle.net/21.15107/rcub_technorep_124
ER -
@article{
author = "Ušćumlić, Gordana and Stojanović, N.D. and Petrović, Slobodan",
year = "1997",
abstract = "The infrared spectra have been recorded for the N-substituted 2-phenylacetamides. The effect of substitutents on the spectral characteristics of the C=O group was investigated. When the electron-releasing substitutents are attached to the nitrogen atom, substituent effects are transmitted to the C=O group by the usual mechanism. However, the effect of electron-withdrawing substituents appears to be quite opposite, i.e., the carbonyl stretching vibrations are decreased. FT-IR data related to C=O stretchning frequencies are correlated with the sample Hammett equation Qx = σp + h and with the extended Hammett equation Qx = ασl + βσR + h. These correlations were interpreted in view of the transmission of electronic effects of the substitutents through the amide bond.",
publisher = "Serbian Chemical Society, Belgrade",
journal = "Journal of the Serbian Chemical Society",
title = "Substituent effect on C=O stetching vibrations in N-substituted 2-phenylacetamides",
pages = "539-535",
number = "7",
volume = "62",
url = "https://hdl.handle.net/21.15107/rcub_technorep_124"
}
Ušćumlić, G., Stojanović, N.D.,& Petrović, S.. (1997). Substituent effect on C=O stetching vibrations in N-substituted 2-phenylacetamides. in Journal of the Serbian Chemical Society
Serbian Chemical Society, Belgrade., 62(7), 535-539.
https://hdl.handle.net/21.15107/rcub_technorep_124
Ušćumlić G, Stojanović N, Petrović S. Substituent effect on C=O stetching vibrations in N-substituted 2-phenylacetamides. in Journal of the Serbian Chemical Society. 1997;62(7):535-539.
https://hdl.handle.net/21.15107/rcub_technorep_124 .
Ušćumlić, Gordana, Stojanović, N.D., Petrović, Slobodan, "Substituent effect on C=O stetching vibrations in N-substituted 2-phenylacetamides" in Journal of the Serbian Chemical Society, 62, no. 7 (1997):535-539,
https://hdl.handle.net/21.15107/rcub_technorep_124 .
