Titanium dioxide photocatalysed alkylation of maleic acid derivatives

被引：44

作者：

Cermenati, L ^{[1
]}

Mella, M ^{[1
]}

Albini, A ^{[1
]}

机构：

[1] Univ Pavia, Dept Organ Chem, I-27100 Pavia, Italy

来源：

TETRAHEDRON | 1998年 / 54卷 / 11期

关键词：

D O I：

10.1016/S0040-4020(98)00020-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The irradiation of a nitrogen-flushed acetonitrile suspension of titanium dioxide in the presence of benzyltrimethylsilane, its 4-methoxy derivative or 4-methoxyphenylacetic acid as the donors and maleic acid, maleic anhydride or related nitriles as the accepters leads to the corresponding benzylsuccinic acid derivatives via electron, hole transfer and fragmentation of the benzyl radical cation (such a cleavage is too slow with 4-methoxytoluene). A rationale of the reaction and an evaluation of the synthetic significance of the method are given. (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

页码：2575 / 2582

页数：8

共 26 条

[1] A NEW METHOD IN RADICAL CHEMISTRY - GENERATION OF RADICALS BY PHOTOINDUCED ELECTRON-TRANSFER AND FRAGMENTATION OF THE RADICAL-CATION [J].