ENANTIOMER AND DIASTEREOISOMER RESOLUTION, ROTATIONAL BARRIERS, AND CD AND UV SPECTRA OF SOME TWISTED PUSH-PULL ETHYLENES

被引：5
|
作者：
KHAN, AZQ
SANDSTROM, J
机构：
[1] PCSIR FRC,OFF UNIV RD,KARACHI 39,PAKISTAN
[2] LUND UNIV,CTR CHEM,DIV ORGAN CHEM 1,S-22100 LUND,SWEDEN
来源：
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2 | 1994年 / 07期
关键词：
D O I：
10.1039/p29940001575
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Suitably substituted twisted push-pull ethylenes capable of existing either as mixtures of achiral diastereoisomers or as pairs of enantiomers have been resolved, in the first case into diastereoisomers by HPLC on silica, in the second case into enantiomers by chiral chromatography on tris(phenylcarbamoyl)cellulose. Free energy barriers to rotation through the planar state have been determined by monitoring respectively the rate of diastereoisomer interconversion and the rate of racemization at elevated temperatures. UV and CD spectra have been analysed with the aid of CNDO/S calculations for simplified models.
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收藏
页码：1575 / 1579
页数：5
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