Palladium-catalyzed methoxycarbonylation of a commodity CO2-sourced δ-valerolactone

• The methoxycarbonylation of 3-ethylidene-6-vinyltetrahydro-2 H -pyran-2-one (EVP), a commodity δ-valerolactone prepared by telomerization of CO 2 with butadiene, is reported. • The py t bpx ligand (“LikatPhos”) proved instrumental to achieve successful formation of the new carbonylation product 11 . • All intermediates/compounds generated through this complex reaction have been authenticated by a combination of different analytical techniques. • The reaction proceeds via hydroesterification of an allyl ether intermediate compound, most likely via a Pd‒H species. The methoxycarbonylation of 3-ethylidene-6-vinyltetrahydro-2 H -pyran-2-one (EVP), a commodity δ-valerolactone prepared by telomerization of CO 2 with butadiene, is reported. The py t bpx ligand proved instrumental to achieve successful formation of the new carbonylation product 11 . The methoxycarbonylation of 3-ethylidene-6-vinyltetrahydro-2 H -pyran-2-one (EVP), a commodity δ-valerolactone prepared by telomerization of CO 2 with butadiene, is reported. The py t bpx ligand proved instrumental to achieve successful formation of the new carbonylation product 11.

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Publication Details

Journal
Molecular Catalysis
Published
2025-07-24
DOI
https://doi.org/10.1016/j.mcat.2025.115376
Primary Topic
Carbon dioxide utilization in catalysis
Type
article
Field-Weighted Citation Impact
0.00

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article

Palladium-catalyzed methoxycarbonylation of a commodity CO2-sourced δ-valerolactone

Matthias Beller, Christophe Detrembleur, Bruno Grignard, Jean‐François Carpentier et al.
Molecular Catalysis
Carbon dioxide utilization in catalysis
article

Palladium-catalyzed methoxycarbonylation of a commodity CO2-sourced δ-valerolactone

Matthias Beller, Christophe Detrembleur, Bruno Grignard, Jean‐François Carpentier, Sophie M. Guillaume, Hussein Tabaja
article en

Abstract

• The methoxycarbonylation of 3-ethylidene-6-vinyltetrahydro-2 H -pyran-2-one (EVP), a commodity δ-valerolactone prepared by telomerization of CO 2 with butadiene, is reported. • The py t bpx ligand (“LikatPhos”) proved instrumental to achieve successful formation of the new carbonylation product 11 . • All intermediates/compounds generated through this complex reaction have been authenticated by a combination of different analytical techniques. • The reaction proceeds via hydroesterification of an allyl ether intermediate compound, most likely via a Pd‒H species. The methoxycarbonylation of 3-ethylidene-6-vinyltetrahydro-2 H -pyran-2-one (EVP), a commodity δ-valerolactone prepared by telomerization of CO 2 with butadiene, is reported. The py t bpx ligand proved instrumental to achieve successful formation of the new carbonylation product 11 . The methoxycarbonylation of 3-ethylidene-6-vinyltetrahydro-2 H -pyran-2-one (EVP), a commodity δ-valerolactone prepared by telomerization of CO 2 with butadiene, is reported. The py t bpx ligand proved instrumental to achieve successful formation of the new carbonylation product 11.

Molecular CatalysisVol. 585
Centre National de la Recherche Scientifique (FR), University of Liège (BE), Institut des Sciences Chimiques de Rennes (FR), Leibniz Institute for Catalysis (DE), Walloon Excellence in Lifesciences and Biotechnology (BE), Université de Rennes (FR)
European Commission, Centre National de la Recherche Scientifique, Université de Rennes 1, H2020 Marie Skłodowska-Curie Actions
Openalex Percentile: Top 87%
Carbon dioxide utilization in catalysis
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