The addition of carboxylic acids to 1-alkynes catalysed by a new Ru(II) complex: a very fast route towards the synthesis of enol esters

被引：22

作者：

Melis, K ^{[1
]}

Verpoort, F ^{[1
]}

机构：

[1] Univ Ghent, Dept Inorgan & Phys Chem, Div Organometall & Catalysis, B-9000 Ghent, Belgium

来源：

JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL | 2003年 / 194卷 / 1-2期

关键词：

alkynes; ruthenium; carboxylic acids; nucleophilic addition; N-heterocyclic carbenes;

D O I：

10.1016/S1381-1169(02)00520-4

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

A new Ru(II) complex (5) is synthesised from RuCl2(PPh3)(3) (3) and an N-heterocycliccarbene, 1,3,4-triphenyl-4,5-dihydro-1H-1,2,4-triazol-5-ylidene (4). Complex (5) catalyses the addition reaction of carboxylic acids to terminal alkynes very fast and quantitatively. The selectivity of the addition to phenylacetylene is dependent on the acidity of the added carboxylic acid. At decreasing pK(a), a change in regioselectivity from Markovnikov to anti-Markovnikov addition is observed. The intermolecular attack of acetic acid to aliphatic alkynes and intramolecular addition produces Markovnikov adducts. (C) 2002 Elsevier Science B.V. All rights reserved.

引用

页码：39 / 47

页数：9

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