ON THE CHIRALITY OF POLYVINYL COMPOUNDS .16. OPTICAL-ACTIVITY OF COPOLYMERS CONSISTING OF DISTYRYL DIADS ALTERNATING WITH SUBSTITUTED MALEIMIDE OF MALEIC-ANHYDRIDE UNITS

被引:30
作者
WULFF, G
KRIEGER, S
机构
[1] Institute of Organic Chemistry and Macromolecular Chemistry, Heinrich-Heine-University of Düsseldorf, Düsseldorf, D-40225
关键词
D O I
10.1002/macp.1994.021951113
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
The copolymerization of 3,4-O-cyclohexylidene-D-mannitol 1,2:5,6-bis-O-[(4-vinylphenyl)-boronate] (M1) with different N-substituted maleimides and with maleic anhydride has been studied. These monomers copolymerize in 1:1 proportion, yielding after removal of the temple (3,4-O-cyclohexylidene-D-mannitol) copolymers with bis(4-vinylphenylboronic acid) diads alternating with the other comonomeric unit. By deboronation these diads can be transformed to distryl diads. These diads possess predominantly (S,S)-configuration; thus optically active copolymers with main-chain chirality were produced. The chiroptical properties (optical rotation and circular dichroism) of the copolymers were studied. Corresponding copolymers with maleic anhydride units can easily be transformed by polymer analogous reaction with nucleophiles, as was exemplified by alcoholysis with fatty alcohols.
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页码:3665 / 3677
页数:13
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