THIANTHRENE 5-OXIDE (SSO) AS A MECHANISTIC PROBE OF THE ELECTROPHILIC CHARACTER IN THE OXYGEN-TRANSFER BY DIOXIRANES

被引：56

作者：

ADAM, W

GOLSCH, D

机构：

[1] Institut Für Organische Chemie, Universität Würzburg, Würzburg, D-97074, Am Hubland

来源：

CHEMISCHE BERICHTE | 1994年 / 127卷 / 06期

关键词：

THIANTHRENE; 5-OXIDE; DIOXIRANES; HYDROGEN PEROXIDE; OXIDATION; OXYGEN TRANSFER;

D O I：

10.1002/cber.19941270621

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Thianthrene 5-oxide (SSO) is established as a useful and convenient chemical probe to assess the electronic character (X(SO)) of oxygen transfer agents. Thus, H2O2 under basic conditions (HOOH/nBu4NOH) gives an X(SO) value of 1.00, while H2O2 under acidic conditions (HOOH/HClO4) affords an X(SO) value near zero. On this X(SO) scale, dimethyldioxirane (X(SO) = 0.13 at 0-degrees-C) and methyl(trifluoromethyl)dioxirane (X(SO) = 0.10 at 0-degrees-C) are, as expected, definitely strong electrophilic oxidants.

引用

页码：1111 / 1113

页数：3

共 26 条

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