Grignard reaction with acetylene in THF

Citation
V. Pallin et A. Tuulmets, Grignard reaction with acetylene in THF, MAIN GR MET, 23(3), 2000, pp. 179-182
Citations number
15
Categorie Soggetti
Chemistry
Journal title
MAIN GROUP METAL CHEMISTRY
ISSN journal
07921241 → ACNP
Volume
23
Issue
3
Year of publication
2000
Pages
179 - 182
Database
ISI
SICI code
0792-1241(2000)23:3<179:GRWAIT>2.0.ZU;2-D
Abstract
Kinetics of the reaction between acetylene and phenylmagnesium bromide were investigated in THF and also in the presence of triethylamine. The reactio n proceeds through the formation of bromomagnesiumacetylene (1 1); its furt her reaction with PhMgBr providing bis(bromomagnesium)acetylene (1 2). The disproportionation equilibrium of 1 1, leading to 1 2 and acetylene, which is significant in Et2O solutions, fails in THF. A moderate rate enhancing e ffect of triethylamine in THF solution was found.