PHOTOCHEMICAL REARRANGEMENT OF AROMATIC ETHERS

被引：52

作者：

KELLY, DP

PINHEY, JT

RIGBY, RDG

机构：

[1] School of Chemistry, University of New South Wales, Kensington, NSW, 2033

[2] Department of Organic Chemistry, University of Sydney, NSW

来源：

AUSTRALIAN JOURNAL OF CHEMISTRY | 1969年 / 22卷 / 05期

关键词：

D O I：

10.1071/CH9690977

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The irradiation of various types of aromatic ethers with ultraviolet light has been shown to yield o- and p-substituted phenols, resulting from C-O bond fission followed by recombination of the two fragments. Also formed in these photolyses was the parent phenol, produced presumably by abstraction of hydrogen from the solvent by the aryloxy fragment. The ethers investigated were aryloxyacetic acids,1 allyl aryl ethers,2 benzyl phenyl ether, and diphenyl ether. Mixture experiments have shown that for both the aryloxyacetic acids and allyl aryl ethers the rearrangement is intramolecular and most probably proceeds by formation of a radical-pair enclosed in a solvent cage. © 1969, CSIRO. All rights reserved.

引用

页码：977 / &

共 46 条

[1] STUDIES ON PLANT GROWTH REGULATORS .9. PARA-ALKYL-PHENOXY-ACETIC AND PARA-ALKYL-PHENOXY-PROPIONIC ACIDS, AND SOME RELATED DERIVATIVES OF NATURALLY OCCURRING PHENOLS [J].