Incorporation of CO2 in Butadiene Dimerization Catalyzed by Palladium Complexes. Formation of 2-Ethylidene-5-hepten-4-olide
- 1 August 1978
- journal article
- research article
- Published by Oxford University Press (OUP) in Bulletin of the Chemical Society of Japan
- Vol. 51 (8) , 2375-2378
- https://doi.org/10.1246/bcsj.51.2375
Abstract
Reaction of carbon dioxide with butadiene catalyzed by palladium–phosphine complexes was studied. When the reaction was carried out in certain polar, aprotic solvents, such as dimethylformamide (DMF), 2-ethylidene-5-hepten-4-olide was formed in about 5% yield by the incorporation of CO2 together with the formation of butadiene linear dimers. The main dimer was 1,3,7-octatriene. The ditertiary phosphines, R2PCH2CH2CH2PR2 where R is methyl or phenyl, were found to be suitable as the ligand for the olide synthesis. A possible mechanism involving the intermediate of π-allyl, σ-allyl form from two moles of butadiene and the palladium complex is proposed.Keywords
This publication has 8 references indexed in Scilit:
- Tail-to-tail dimerization of isoprene catalyzed by Pd0—phosphine complexes in the presence of CO2Journal of Molecular Catalysis, 1976
- Conversion of butadiene into 2,4,6-octatriene by Pd0 phosphine complexesJournal of Organometallic Chemistry, 1975
- Novel effect of carbon dioxide on catalyst properties. Dimerization of butadieneJournal of the American Chemical Society, 1969
- Tris‐ and Tetrakis(Triphenyl‐Phosphine)Platinum (0)Published by Wiley ,1968
- The Dimerization of Butadiene in Methanol by a Palladium Complex CatalystBulletin of the Chemical Society of Japan, 1968
- Alkali‐Phosphorverbindungen und ihr reaktives Verhalten, XXXV: [2‐Amino‐äthyl]‐phosphine, R′2N-CH2-CH2-PR2European Journal of Inorganic Chemistry, 1965
- Synthese von Tetraorgano‐diphosphinen, Diorgano‐phosphinen und Tetraorgano‐diphosphindisulfidenEuropean Journal of Inorganic Chemistry, 1962
- Zur Reaktion der Tetraalkyl‐diphosphindisulfide mit NatriumEuropean Journal of Inorganic Chemistry, 1960