PHOTOINDUCED REACTIONS .106. THERMAL AND PHOTOSENSITIZED DECOMPOSITION OF DIMERIC VALEROPHENONE PEROXIDE FORMED BY OZONATION OF VALEROPHENONE OXIME ETHER

被引：12

作者：

ITO, Y

KONISHI, M

MATSUURA, T

机构：

[1] Department of Synthetic Chemistry, Faculty of Engineering, Kyoto University, Kyoto

来源：

PHOTOCHEMISTRY AND PHOTOBIOLOGY | 1979年 / 30卷 / 01期

关键词：

D O I：

10.1111/j.1751-1097.1979.tb07114.x

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

Abstract— Ozonation of valerophenone oxime o‐methyl ether (4) produced a stereoisomeric mixture of crystalline dimeric valerophenone peroxides, 5a and 5b. N‐n‐butyl‐N‐methoxybenzamide (6) and N‐methoxy‐N‐phenylvaleramide (7) along with valerophenone (1). Thermolysis of the higher melting peroxide 5a at 170–180°C, where a chemiluminescence was visible from added perylene. gave 1 and butyl benzoate (8) in addition to small amounts of the Norrish Type 11 products of 1. i.e. acetophenone (2) and cis‐ and trans‐ 2‐methyl‐1‐phenylcyclobutanols. Biacetyl‐sensitized photolysis of 5a in benzene yielded 2 in much higher yield in addition to 1, 8, and biphenyl. These results suggest that the triplet excited state of 1 is formed by the decomposition of 1 in low yield in thermolysis and in much higher yield in sensitized photolysis. although some of the Type II products may not arise from the triplet valerophenone. Copyright © 1979, Wiley Blackwell. All rights reserved

引用

页码：53 / 57

页数：5

共 19 条

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