Acrylate formation from CO2 and ethylene: catalysis with palladium and mechanistic insight

S. Chantal E. Stieber; Núria Huguet; Takeharu Kageyama; Ivana Jevtovikj; Piyal Ariyananda; Alvaro Gordillo; Stephan A. Schunk; Frank Rominger; Peter Hofmann; Michael Limbach

doi:10.1039/C5CC01932J

Acrylate formation from CO₂ and ethylene: catalysis with palladium and mechanistic insight†

S. Chantal E. Stieber,^a Núria Huguet,^a Takeharu Kageyama,^a Ivana Jevtovikj,^a Piyal Ariyananda,^a Alvaro Gordillo,^ab Stephan A. Schunk,^b Frank Rominger,^c Peter Hofmann^ac and Michael Limbach*^ad

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* Corresponding authors

^a CaRLa (Catalysis Research Laboratory), Im Neuenheimer Feld 584, 69120 Heidelberg, Germany

^b hte Aktiengesellschaft, Kurpfalzring 104, 69123 Heidelberg, Germany

^c Organisch-Chemisches Institut, Ruprecht-Karls-Universität Heidelberg, Im Neuenheimer Feld 270, 69120 Heidelberg, Germany

^d BASF SE, Carl-Bosch-Strasse 38, 67056 Ludwigshafen, Germany
E-mail: michael.limbach@basf.com

Abstract

We report the first catalyst based on palladium for the reaction of CO₂, alkene and a base to form sodium acrylate and derivatives. A mechanism similar to a previously reported Ni(0)-catalyst is proposed based on stoichiometric in situ NMR experiments, isolated intermediates and a parent palladalactone. Our palladium catalyst was applied to the coupling of CO₂ with conjugated alkenes.

Chemical Communications

Acrylate formation from CO₂ and ethylene: catalysis with palladium and mechanistic insight†

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