Hydrodimerization of Methyl Acrylate Catalyzed by Halogenotris(triphenylphosphine)cobalt
- 1 April 1981
- journal article
- research article
- Published by Oxford University Press (OUP) in Bulletin of the Chemical Society of Japan
- Vol. 54 (4) , 1015-1018
- https://doi.org/10.1246/bcsj.54.1015
Abstract
Methyl acrylate was hydrodimerized in a methanolic solution by CoX(PPh3)3 (X=halogen) into dimethyl adipate. The in situ prepared cobalt complexes from cobalt halides, triphenylphosphine, and zinc gave higher yields of the hydrodimer in the presence of alkali halides. A mechanism is proposed which involves the protonation of Co(I)–methyl acrylate π-complex to give (2-methoxycarbonylethyl)cobalt complex, followed by a further addition of methyl acrylate.Keywords
This publication has 24 references indexed in Scilit:
- Base-catalyzed reactions of .alpha.,.beta.-unsaturated esters and nitriles. 3. Alkali metal catalyzed di- and trimerization of acrylatesThe Journal of Organic Chemistry, 1978
- Reductions with copper hydride. New preparative and mechanistic aspectsThe Journal of Organic Chemistry, 1975
- Hydrodimerization of acrylic acid by sodium amalgamThe Journal of Organic Chemistry, 1969
- Dimerization of acrylamides by rhodium trichlorideTetrahedron, 1968
- Olefin-to-Olefin Addition ReactionsJournal of the American Chemical Society, 1965
- Electrolytic Reductive Coupling. VIII.1 Utilization and a New Preparation of α-MethyleneglutaronitrileThe Journal of Organic Chemistry, 1965
- Electrolytic Reductive CouplingJournal of the Electrochemical Society, 1964
- Electrolytic Reductive CouplingJournal of the Electrochemical Society, 1964
- Catalytic Hydrogenation by Pentacyanocobaltate(II)Published by American Chemical Society (ACS) ,1962
- Reductive Polymerization of α,β-Unsaturated Amides. I. N,N-DiethylcrotonamideJournal of the American Chemical Society, 1954