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[31]
ZUIKA IV, 1973, RUSS CHEM REV, V42, P22
CONFORMATIONAL PREFERENCES OF ALPHA-FUNCTIONALIZED KETEN-S,N-ACETALS - POTENTIAL ROLE OF S..O AND S..S INTERACTIONS IN SOLUTION
被引：27
作者：
DIXIT, AN
REDDY, KV
DESHMUKH, ARAS
RAJAPPA, S
GANGULY, B
CHANDRASEKHAR, J
机构：
[1] NATL CHEM LAB,DIV ORGAN CHEM,POONA 411008,MAHARASHTRA,INDIA
[2] INDIAN INST SCI,DEPT ORGAN CHEM,BANGALORE 560012,KARNATAKA,INDIA
来源：
关键词：
D O I：
10.1016/0040-4020(94)01023-S
中图分类号：
O62 [有机化学];
学科分类号：
070303 ;
081704 ;
摘要：
PMR spectra of carbonyl compounds 2a-k reveal significant variations in the population off and Z Isomers on changing the solvent from CDCl3 to DMSO-d(6). In non-polar media, the intramolecular N-H....O hydrogen bonded form is exclusively observed. In DMSO-d(6), the alternative Z form is also populated. A similar conformational switch is also noted in the corresponding thiones. Different interpretations are critically analysed. The most consistent explanation is suggested to involvean interplay of N-H....X hydrogen bonding and S...X attractive interaction (X=0,S) in these systems. Ah initio calculations support this interpretation.
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页码：1437 / 1448
页数：12
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