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Effect of Varying the Anionic Component of a Copper(I) Catalyst on Homologation of Arylacetylenes to Allenes by the Mannich Reaction
Author(s) -
Kumar Vipan,
Chipeleme Alex,
Chibale Kelly
Publication year - 2008
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200700859
Subject(s) - chemistry , triethylamine , catalysis , copper , mannich reaction , allene , component (thermodynamics) , organic chemistry , polymer chemistry , medicinal chemistry , physics , thermodynamics
The effect of varying the anionic component of a copper(I) catalyst in the homologation of terminal arylacetylenes to allenes by the Mannich reaction was investigated. Varying amounts of allenes, Mannich bases and dimers were obtained depending on the nature of the anionic component of the copper catalyst. On the other hand, Eglinton–Glaser dimerizations were achieved in high yields with 0.5 equiv. of triethylamine. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)