CHEMISTRY OF SINGLET OXYGEN .28. STERIC AND ELECTRONIC EFFECTS ON THE REACTIVITY OF SULFIDES WITH SINGLET OXYGEN

被引：79

作者：

KACHER, ML ^{[1
]}

FOOTE, CS ^{[1
]}

机构：

[1] UNIV CALIF LOS ANGELES,DEPT CHEM,LOS ANGELES,CA 90024

来源：

PHOTOCHEMISTRY AND PHOTOBIOLOGY | 1979年 / 29卷 / 04期

关键词：

D O I：

10.1111/j.1751-1097.1979.tb07763.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—The rates of reaction of singlet oxygen with a number of alkyl and aryl sulfides have been determined in CH3OH. The rate for diethylsulfide is 1.71 ± 0.06 × 107M‐1 s‐1. The addition of methyl groups α to the sulfur causes an approximate tenfold decrease in rate for each symmetrical pair. A similar effect is caused by replacement of alkyl by phenyl groups. The rates of substituted thioanisoles correlate well with σ(ρ= ‐1.6). but poorly with EP/2 (half‐peak oxidation potentials). A mechanism involving nucleophilic reaction of the sulfide with oxygen, rather than charge transfer is suggested. Copyright © 1979, Wiley Blackwell. All rights reserved

引用

页码：765 / 769

页数：5

共 57 条

[1]

ACKERMAN RA, 1971, S AM CHEM SOC PETR D

[2] SINGLET OXYGEN ADDITION TO THIOETHYLENES [J].