Hydrogen Peroxide and Di(hydroperoxy)propane Adducts of Phosphine Oxides as Stoichiometric and Soluble Oxidizing Agents

被引：38

作者：

Ahn, Shin Hye ^{[1
]}

Cluff, Kyle J. ^{[1
]}

Bhuvanesh, Nattamai ^{[1
]}

Bluemel, Janet ^{[1
]}

机构：

[1] Texas A&M Univ, Dept Chem, College Stn, TX 77842 USA

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2015年 / 54卷 / 45期

基金：

美国国家科学基金会;

关键词：

hydrogen peroxide; oxidizing agents; phosphine oxides; P ligands; structure elucidation; BAEYER-VILLIGER OXIDATION; SODIUM PERCARBONATE; SELECTIVE OXIDATION; CATALYTIC-OXIDATION; SULFIDES; EPOXIDATION; H2O2; SULFOXIDES; KETONES; PERBORATE;

D O I：

10.1002/anie.201505291

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Aqueous hydrogen peroxide is widely used as an oxidizing agent in industry and academia. Herein, the hydrogen peroxide adducts of phosphine oxides, [tBu(3)POH(2)O(2)](2) and [Ph3POH2O2](2)H2O2, are described. Additionally, the corresponding di(hydroperoxy)propane adducts R3PO(HOO)(2)CMe2 (R=Cy, Ph) were synthesized and characterized. All adducts could be obtained as large single crystals suitable for structural characterization by X-ray crystallography and solid-state NMR spectroscopy. The di(hydroperoxy)propane adducts are soluble in organic solvents which enables oxidation reactions in one phase. As the adducts are solid and molecular, they can easily be applied stoichiometrically. No loss of oxidizing power occurs upon long-term storage of the single crystals at room temperature or the powders at -20 degrees C.

引用

页码：13341 / 13345

页数：5

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