Enhanced photodecarboxylation of an aryl ester in polyethylene films

被引：16

作者：

Mori, T

Inoue, Y

Weiss, RG

机构：

[1] Osaka Univ, Dept Mol Chem, Suita, Osaka 5650871, Japan

[2] JST, ICORP, Entropy Control Project, Toyonaka, Osaka 5600085, Japan

[3] Georgetown Univ, Dept Chem, Washington, DC 20057 USA

来源：

ORGANIC LETTERS | 2003年 / 5卷 / 24期

关键词：

D O I：

10.1021/ol035852t

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Photodecarboxylation is the exclusive photoreaction of 2,4,6-trimethylphenyl (S)-2-methylbutanoate in unstretched high-density polyethylene films. The sole product, (S)-1-(2-methylpropyl)-2,4,6-trimethylbenzene, is formed with complete retention of stereochemistry. In other polyethylene films, organic solvents, and beta-cyclodextrin cavities, cage-escaped products derived from Fries-type bond scission are obtained as well. The results indicate the importance of the media in controlling the conformations of aryl esters and, thereby, their photoreactions.

引用

页码：4661 / 4664

页数：4

共 36 条

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