Palladium‐Catalyzed Alkoxycarbonylation of Terminal Alkenes To Produce α,β‐Unsaturated Esters: The Key Role of Acetonitrile as a Ligand |
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| Authors: | Prof. Dr. Andrei V. Malkov Nolwenn Derrien Dr. Maciej Barłóg Prof. Dr. Pavel Kočovský |
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| Affiliation: | 1. Chemistry Department, Loughborough University, Leicestershire, LE11 3TU (UK), Fax: (+44)?1509 22 3925;2. Department of Chemistry, Texas A&M University at Qatar, P.O. Box 23874, Doha (Qatar);3. Department of Organic Chemistry, Arrhenius Laboratory, Stockholm University, Stockholm SE 10691 (Sweden);4. On leave from Department of Chemistry, WestChem, University of Glasgow, Glasgow, G12 8QQ (UK) |
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| Abstract: | A mild protocol has been developed for the PdII‐catalyzed alkoxycarbonylation of terminal olefins to produce α,β‐unsaturated esters with a wide range of substrates. Key features are the use of MeCN as solvent (and/or ligand) to control the reactivity of the intermediate Pd complexes and the combination of CO with O2, which facilitates the CuII‐mediated reoxidation of the Pd0 complex to PdII and prevents double carbonylation. |
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| Keywords: | carbonylation homogeneous catalysis oxygen palladium solvent effects |
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