Reduction of aldehydes catalyzed by oxo-rhenium(V) complexes containing heterocyclic ligands

被引：7

作者：

Bernando, Joana R. ^{[1
]}

Florindo, Pedro R. ^{[1
]}

Wolff, Mariusz ^{[2
]}

Machura, Barbara ^{[2
]}

Fernandes, Ana C. ^{[1
]}

机构：

[1] Univ Lisbon, Inst Super Tecn, Ctr Quim Estrutural, P-1049001 Lisbon, Portugal

[2] Silesian Univ, Inst Chem, Dept Crystallog, PL-40006 Katowice, Poland

来源：

TETRAHEDRON LETTERS | 2015年 / 56卷 / 02期

关键词：

Oxo-rhenium complexes; Reduction; Aldehydes; Silanes; OXO-RHENIUM COMPLEXES; OXORHENIUM COMPLEXES; X-RAY; SPECTROSCOPIC CHARACTERIZATION; HYDROSILYLATION; EFFICIENT; BOND;

D O I：

10.1016/j.tetlet.2014.11.119

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

This work describes the catalytic activity of several oxo-rhenium complexes containing the heterocyclic ligands 2-(2-hydroxy-5-methylphenyl)benzotriazole (Hhmpbta), 2-(2-hydroxyphenyl)benzothiazole (Hhpbt), 2-(2-hydroxyphenyl)benzoxazole (Hhpbo), 2-(2-hydroxyphenyI)-1H-benzimidazole (Hhpbi), isoquinoline-1-carboxylic acid (iqcH), and 4-methoxy-2-quinolinecarboxylic acid (mqcH) in the reduction of 4-nitrobenzaldehyde using phenylsilane as reducing agent. In general, all of the catalysts tested gave good to excellent yields of the 4-nitrobenzyl alcohol. Although, the best result was obtained with the catalytic system PhSiH3/[ReOBr2(hmpbta)(PPh3)] (5 mol %). This system was also applied to the reduction of a large variety of aldehydes, producing the corresponding primary alcohols in good to excellent yields and good chemoselectivity. (C) 2014 Elsevier Ltd. All rights reserved.

引用

页码：414 / 418

页数：5

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