Conformations of unsymmetrical N-t-butyl-N-substituted 2-phenylacetamides
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1997
Authors
Petrović, Slobodan D.Stojanović Nadežda D.
Antonović, Dušan G.
Mijin, Dušan Ž.
Nikolić, Aleksandar D.
Article (Published version)
Metadata
Show full item recordAbstract
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 NMRSource:
Journal of Molecular Structure, 1997, 410-411, 35-38Publisher:
- Elsevier B.V.
DOI: 10.1016/S0022-2860(96)09745-1
ISSN: 0022-2860
WoS: A1997XL06500009
Scopus: 2-s2.0-12644314122
Institution/Community
Tehnološko-metalurški fakultetTY - JOUR AU - Petrović, Slobodan D. AU - Stojanović Nadežda D. AU - Antonović, Dušan G. AU - Mijin, Dušan Ž. AU - Nikolić, Aleksandar D. 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 B.V. T2 - Journal of Molecular Structure T1 - Conformations of unsymmetrical N-t-butyl-N-substituted 2-phenylacetamides EP - 38 SP - 35 VL - 410-411 DO - 10.1016/S0022-2860(96)09745-1 ER -
@article{ author = "Petrović, Slobodan D. and Stojanović Nadežda D. and Antonović, Dušan G. and Mijin, Dušan Ž. and Nikolić, Aleksandar D.", 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 B.V.", journal = "Journal of Molecular Structure", title = "Conformations of unsymmetrical N-t-butyl-N-substituted 2-phenylacetamides", pages = "38-35", volume = "410-411", doi = "10.1016/S0022-2860(96)09745-1" }
Petrović, S. D., Stojanović Nadežda D., Antonović, D. G., Mijin, D. Ž.,& Nikolić, A. D.. (1997). Conformations of unsymmetrical N-t-butyl-N-substituted 2-phenylacetamides. in Journal of Molecular Structure Elsevier B.V.., 410-411, 35-38. https://doi.org/10.1016/S0022-2860(96)09745-1
Petrović SD, Stojanović Nadežda D., Antonović DG, Mijin DŽ, Nikolić AD. Conformations of unsymmetrical N-t-butyl-N-substituted 2-phenylacetamides. in Journal of Molecular Structure. 1997;410-411:35-38. doi:10.1016/S0022-2860(96)09745-1 .
Petrović, Slobodan D., Stojanović Nadežda D., Antonović, Dušan G., Mijin, Dušan Ž., Nikolić, Aleksandar D., "Conformations of unsymmetrical N-t-butyl-N-substituted 2-phenylacetamides" in Journal of Molecular Structure, 410-411 (1997):35-38, https://doi.org/10.1016/S0022-2860(96)09745-1 . .