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Conformations of unsymmetrical N-t-butyl-N-substituted 2-phenylacetamides

Authorized Users Only
1997
Authors
Petrović, Slobodan
Stojanović, ND
Antonović, Dušan
Mijin, Dušan
Nikolić, AD
Conference object (Published version)
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Abstract
Various N-t-butyl-N-substituted 2-phenylacetamides, PhCH2CON(t-Bu)R, wherein R is methyl, ethyl, n-propyl, n-butyl, i-propyl, phenyl and cyclohexyl, were synthesized, Depending on the kind of substituent on the nitrogen atom, some of the examined amides exist in different conformational forms, H-1 NMR and C-13 NMR spectra of these unsymmetrically N,N-disubstituted amides have been studied and peaks have been assigned in each case to the two possible conformational isomers, arising from the lack of free rotation about the C(O)-N bond, The relative distribution of cis and trans isomers has been established by means of different coupling constants and the NOE difference technique, Information about fragmentation routes, and the effect of overall and partial structures were obtained by the study of the metastable ions, The results are in accordance with our previous investigations of the structures of N,N-disubstituted 2-phenylacetamides.
Keywords:
N-t-butyl-N-substituted 2-phenylacetamides / conformational isomers / C-13 NMR / H-1 NMR
Source:
Journal of Molecular Structure, 1997, 410, 35-38
Publisher:
  • Elsevier, Amsterdam

DOI: 10.1016/S0022-2860(96)09745-1

ISSN: 0022-2860

WoS: A1997XL06500009

Scopus: 2-s2.0-12644314122
[ Google Scholar ]
1
1
URI
http://TechnoRep.tmf.bg.ac.rs/handle/123456789/140
Collections
  • Radovi istraživača / Researchers’ publications (TMF)
Institution/Community
Tehnološko-metalurški fakultet
TY  - CONF
AU  - Petrović, Slobodan
AU  - Stojanović, ND
AU  - Antonović, Dušan
AU  - Mijin, Dušan
AU  - Nikolić, AD
PY  - 1997
UR  - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/140
AB  - Various N-t-butyl-N-substituted 2-phenylacetamides, PhCH2CON(t-Bu)R, wherein R is methyl, ethyl, n-propyl, n-butyl, i-propyl, phenyl and cyclohexyl, were synthesized, Depending on the kind of substituent on the nitrogen atom, some of the examined amides exist in different conformational forms, H-1 NMR and C-13 NMR spectra of these unsymmetrically N,N-disubstituted amides have been studied and peaks have been assigned in each case to the two possible conformational isomers, arising from the lack of free rotation about the C(O)-N bond, The relative distribution of cis and trans isomers has been established by means of different coupling constants and the NOE difference technique, Information about fragmentation routes, and the effect of overall and partial structures were obtained by the study of the metastable ions, The results are in accordance with our previous investigations of the structures of N,N-disubstituted 2-phenylacetamides.
PB  - Elsevier, Amsterdam
C3  - Journal of Molecular Structure
T1  - Conformations of unsymmetrical N-t-butyl-N-substituted 2-phenylacetamides
EP  - 38
SP  - 35
VL  - 410
DO  - 10.1016/S0022-2860(96)09745-1
UR  - conv_6341
ER  - 
@conference{
author = "Petrović, Slobodan and Stojanović, ND and Antonović, Dušan and Mijin, Dušan and Nikolić, AD",
year = "1997",
abstract = "Various N-t-butyl-N-substituted 2-phenylacetamides, PhCH2CON(t-Bu)R, wherein R is methyl, ethyl, n-propyl, n-butyl, i-propyl, phenyl and cyclohexyl, were synthesized, Depending on the kind of substituent on the nitrogen atom, some of the examined amides exist in different conformational forms, H-1 NMR and C-13 NMR spectra of these unsymmetrically N,N-disubstituted amides have been studied and peaks have been assigned in each case to the two possible conformational isomers, arising from the lack of free rotation about the C(O)-N bond, The relative distribution of cis and trans isomers has been established by means of different coupling constants and the NOE difference technique, Information about fragmentation routes, and the effect of overall and partial structures were obtained by the study of the metastable ions, The results are in accordance with our previous investigations of the structures of N,N-disubstituted 2-phenylacetamides.",
publisher = "Elsevier, Amsterdam",
journal = "Journal of Molecular Structure",
title = "Conformations of unsymmetrical N-t-butyl-N-substituted 2-phenylacetamides",
pages = "38-35",
volume = "410",
doi = "10.1016/S0022-2860(96)09745-1",
url = "conv_6341"
}
Petrović, S., Stojanović, N., Antonović, D., Mijin, D.,& Nikolić, A.. (1997). Conformations of unsymmetrical N-t-butyl-N-substituted 2-phenylacetamides. in Journal of Molecular Structure
Elsevier, Amsterdam., 410, 35-38.
https://doi.org/10.1016/S0022-2860(96)09745-1
conv_6341
Petrović S, Stojanović N, Antonović D, Mijin D, Nikolić A. Conformations of unsymmetrical N-t-butyl-N-substituted 2-phenylacetamides. in Journal of Molecular Structure. 1997;410:35-38.
doi:10.1016/S0022-2860(96)09745-1
conv_6341 .
Petrović, Slobodan, Stojanović, ND, Antonović, Dušan, Mijin, Dušan, Nikolić, AD, "Conformations of unsymmetrical N-t-butyl-N-substituted 2-phenylacetamides" in Journal of Molecular Structure, 410 (1997):35-38,
https://doi.org/10.1016/S0022-2860(96)09745-1 .,
conv_6341 .

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