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Title: Palladium-catalyzed alkoxycarbonylation of terminal alkenes to produce α,β-unsaturated esters: the key role of acetonitrile as a ligand
Authors: Malkov, Andrei V.
Derrien, Nolwenn
Barlog, Maciej
Kocovsky, Pavel
Keywords: Carbonylation
Homogeneous catalysis
Catalysis
Oxygen
Palladium
Solvent effects
Issue Date: 2014
Publisher: © Wiley-VCH
Citation: MALKOV, A.V. ... et al., 2014. Palladium-catalyzed alkoxycarbonylation of terminal alkenes to produce α,β-unsaturated esters: the key role of acetonitrile as a ligand. Chemistry: a European Journal, 20 (16), pp. 4542-4547.
Abstract: A mild protocol has been developed for the Pd-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 O, which facilitates the Cu-mediated reoxidation of the Pd complex to Pd and prevents double carbonylation. Acetonitrile is the key! A mild protocol has been developed for the Pd-catalyzed alkoxycarbonylation of terminal olefins to produce α,β-unsaturated esters with a wide range of substrates (see scheme). Key features are the use of MeCN as a solvent (and/or ligand) to control the reactivity of the intermediate Pd complexes and the combination of CO with O, which facilitates the Cu-mediated reoxidation of Pd to Pd and prevents double carbonylation.
Description: This is the peer reviewed version of the following article: MALKOV, A.V. ... et al., 2014. Palladium-catalyzed alkoxycarbonylation of terminal alkenes to produce α,β-unsaturated esters: the key role of acetonitrile as a ligand. Chemistry: a European Journal, 20 (16), pp. 4542-4547, which has been published in final form at: http://dx.doi.org/10.1002/chem.201304798.
Version: Accepted for publication
DOI: 10.1002/chem.201304798
URI: https://dspace.lboro.ac.uk/2134/15476
Publisher Link: http://dx.doi.org/10.1002/chem.201304798
ISSN: 0947-6539
Appears in Collections:Closed Access (Chemistry)

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