Template-assisted stereoselective photocyclodimerization of 2-anthracenecarboxylic acid by bispyridinio-appended γ-cyclodextrin

被引：52

作者：

Ikeda, H ^{[1
]}

Nihei, T ^{[1
]}

Ueno, A ^{[1
]}

机构：

[1] Tokyo Inst Technol, Grad Sch Biosci & Biotechnol, Dept Bioengn, Midori Ku, Yokohama, Kanagawa 2268501, Japan

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2005年 / 70卷 / 04期

关键词：

D O I：

10.1021/jo0482817

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] Four kinds of bispyridinio-appended gamma-cyclodextrin (gamma-CD) were prepared to make a molecular flask for controlling the stereoselectivity of photocyclodimerization of 2-anthracenecarboxylate. When the photocyclodimerization of 2-anthracenecarboxylate was carried out in the presence of A,E-bispyridinio-appended gamma-CD, the relative yield of one of the configurational isomers, the head-to-head/anti-isomer, was increased 1.8-fold compared to the corresponding yield in the presence of unmodified gamma-CD or in the absence of any gamma-CD. The optical yields of the photocyclodimerization reaction products also increased more than 10-fold by the addition of bispyridinio-appended gamma-CD compared with unmodified gamma-CD.

引用

页码：1237 / 1242

页数：6

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