Conformations in unsymmetrically N-n-propyl-N-substituted 2-phenylacetamides
Abstract
As a part of a study on the structural characteristics of some new various N-alkyl-N-substituted 2-phenylacetamides the infrared and 1H N.M.R. spectra were obtained and interpreted. The synthesis of a various N-n-propyl-N-alkyl 2-phenylacetamides of the general formula PhCH2CON(nPr)R, wherein R is ethyl, isopropyl, n-butyl, t-butyl and cyclohexyl, were performed. The corresponding mixed secondary amines of the type HNnPrR were obtained by catalytic hydrogenation of the synthetized propylidenealkylamines. The 1H N.M.R. spectra of these unsymmetrically N,N-disubstituted amides have been studied and the peaks have been assigned in each cases to two possible conformational isomers, arising from the lack of free rotation about the C(O)N bond. These results are in accordance with our previous investigation of the structure of N-substituted 2-phenylacetamides.
Source:
Journal of Molecular Structure, 1992, 266, C, 255-258Publisher:
- Elsevier, Amsterdam
Funding / projects:
- Research Fund of Serbia for financial support.
DOI: 10.1016/0022-2860(92)80075-S
ISSN: 0022-2860
PubMed:
Scopus: 2-s2.0-0039839433
Institution/Community
Tehnološko-metalurški fakultetTY - JOUR AU - Antonović, Dušan AU - Vajs, Vlatka AU - Stojanović, N.D. AU - Nikolić, A.D. AU - Petrović, Slobodan PY - 1992 UR - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/38 AB - As a part of a study on the structural characteristics of some new various N-alkyl-N-substituted 2-phenylacetamides the infrared and 1H N.M.R. spectra were obtained and interpreted. The synthesis of a various N-n-propyl-N-alkyl 2-phenylacetamides of the general formula PhCH2CON(nPr)R, wherein R is ethyl, isopropyl, n-butyl, t-butyl and cyclohexyl, were performed. The corresponding mixed secondary amines of the type HNnPrR were obtained by catalytic hydrogenation of the synthetized propylidenealkylamines. The 1H N.M.R. spectra of these unsymmetrically N,N-disubstituted amides have been studied and the peaks have been assigned in each cases to two possible conformational isomers, arising from the lack of free rotation about the C(O)N bond. These results are in accordance with our previous investigation of the structure of N-substituted 2-phenylacetamides. PB - Elsevier, Amsterdam T2 - Journal of Molecular Structure T1 - Conformations in unsymmetrically N-n-propyl-N-substituted 2-phenylacetamides EP - 258 IS - C SP - 255 VL - 266 DO - 10.1016/0022-2860(92)80075-S ER -
@article{ author = "Antonović, Dušan and Vajs, Vlatka and Stojanović, N.D. and Nikolić, A.D. and Petrović, Slobodan", year = "1992", abstract = "As a part of a study on the structural characteristics of some new various N-alkyl-N-substituted 2-phenylacetamides the infrared and 1H N.M.R. spectra were obtained and interpreted. The synthesis of a various N-n-propyl-N-alkyl 2-phenylacetamides of the general formula PhCH2CON(nPr)R, wherein R is ethyl, isopropyl, n-butyl, t-butyl and cyclohexyl, were performed. The corresponding mixed secondary amines of the type HNnPrR were obtained by catalytic hydrogenation of the synthetized propylidenealkylamines. The 1H N.M.R. spectra of these unsymmetrically N,N-disubstituted amides have been studied and the peaks have been assigned in each cases to two possible conformational isomers, arising from the lack of free rotation about the C(O)N bond. These results are in accordance with our previous investigation of the structure of N-substituted 2-phenylacetamides.", publisher = "Elsevier, Amsterdam", journal = "Journal of Molecular Structure", title = "Conformations in unsymmetrically N-n-propyl-N-substituted 2-phenylacetamides", pages = "258-255", number = "C", volume = "266", doi = "10.1016/0022-2860(92)80075-S" }
Antonović, D., Vajs, V., Stojanović, N.D., Nikolić, A.D.,& Petrović, S.. (1992). Conformations in unsymmetrically N-n-propyl-N-substituted 2-phenylacetamides. in Journal of Molecular Structure Elsevier, Amsterdam., 266(C), 255-258. https://doi.org/10.1016/0022-2860(92)80075-S
Antonović D, Vajs V, Stojanović N, Nikolić A, Petrović S. Conformations in unsymmetrically N-n-propyl-N-substituted 2-phenylacetamides. in Journal of Molecular Structure. 1992;266(C):255-258. doi:10.1016/0022-2860(92)80075-S .
Antonović, Dušan, Vajs, Vlatka, Stojanović, N.D., Nikolić, A.D., Petrović, Slobodan, "Conformations in unsymmetrically N-n-propyl-N-substituted 2-phenylacetamides" in Journal of Molecular Structure, 266, no. C (1992):255-258, https://doi.org/10.1016/0022-2860(92)80075-S . .