Title: Catalytic application of a Ru-alkylidene in the nucleophilic addition of several carboxylic acids on terminal alkynes and the homocoupling of 1-alkynes
Authors: Melis, K ×
De Vos, Dirk
Jacobs, Pierre
Verpoort, F #
Issue Date: 2003
Publisher: Elsevier science sa
Series Title: Journal of Organometallic Chemistry vol:671 issue:1-2 pages:131-136
Abstract: Thermal treatment of Ru-alkylidene (4) bearing a triazol-5-ylidene (NHC) ligand (2) at 110 degreesC and addition of a terminal alkyne generates a ruthenium vinylidene. The thermolysed Ru-alkylidene catalyses the vinylation and dimerisation of 1-alkynes. The nucleophilic addition of acetic acid on terminal alkynes proceeds smoothly and regioselective towards the Markovnikov addition. The addition reaction can be tuned by changing the acidity of the carboxylic acid. At increasing acidity, higher conversion of the triple bond is obtained and the vinylation/dimerisation ratio increases. The direct coupling between two 1-alkynes shows a reactivity order, which decreases from 1-octyne > 1,7-octadiyne > phenylacetylene > 3,3 dimethyl-1-butyne. The regioselectivity is strongly dependent on the nature of the terminal alkyne. (C) 2003 Elsevier Science B.V. All rights reserved.
ISSN: 0022-328X
Publication status: published
KU Leuven publication type: IT
Appears in Collections:Centre for Surface Chemistry and Catalysis
× corresponding author
# (joint) last author

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