Mechanism of a Redox Coupling of Seleninic Acid with Thiol

被引：20

作者：

Abdo, Mohannad ^{[1
]}

Knapp, Spencer ^{[1
]}

机构：

[1] Rutgers State Univ, Dept Chem & Chem Biol, Piscataway, NJ 08854 USA

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2012年 / 77卷 / 07期

关键词：

BENZENESELENINIC ACID; ALPHA-DISULFOXIDE; OXIDATION; RADICALS; SULFONHYDRAZIDES; INTERMEDIATE; CHEMISTRY; SEARCH;

D O I：

10.1021/jo300156x

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Equimolar quantities of 2-ethoxyethaneseleninic acid and p-thiocresol react rapidly in dichloromethane solution to give the selenosulfide along with disulfide, diselenide, and two products oxidized at sulfur, the thiosulfonate and the selenosulfonate. The latter two are new for this sort of coupling; their formation may be the result of an early thioseleninate to selenosulfinate isomerization. A radical chain mechanism is proposed to account for all five products, as well as their relative amounts.

引用

页码：3433 / 3438

页数：6

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