SYNTHESIS AND NMR-SPECTROSCOPIC STRUCTURE DETERMINATION OF NOVEL 7,7'-DIPHENYL-7,7'-DIAPOCAROTENOIDS

被引：15

作者：

HAND, ES ^{[1
]}

BELMORE, KA ^{[1
]}

KISPERT, LD ^{[1
]}

机构：

[1] UNIV ALABAMA,DEPT CHEM,BOX 870336,TUSCALOOSA,AL 35487

来源：

HELVETICA CHIMICA ACTA | 1993年 / 76卷 / 05期

关键词：

D O I：

10.1002/hlca.19930760512

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Wittig reaction of crocetindial (1) and benzylidenetriphenylphosphorane (2) gave (7E,7'Z)-7,7'-diphenyl-7-7'-diapocarotene (3), instead of the previously reported (7E,7'E)-isomer. Similar reaction of 8,9-didehydrocrocetindial (4) with 2 yielded the three acetylenic isomers 5a-c which differ in the configuration of the terminal double bonds. Structures were established by ID- and 2D-NMR studies. Illustrative spectra and their interpretation are presented. Most chemical shifts of corresponding protons in 3 and 5 are nearly identical, but C-13 shifts differ considerably.

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页码：1939 / 1948

页数：10

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