Journal of Molecular Catalysis A-Chemical, Vol.406, 114-117, 2015
First rhodium-catalyzed hydroformylation of cyclopentadiene
This paper describes the first rhodium-catalyzed hydroformylation of cyclopentadiene (Cpd) using a homogeneous catalyst system consisting of [Rh(OAc)(2)](2) and the chelate ligand BISBI. At a reaction temperature of 100 degrees C and a syngas pressure of 30 bar the cyclopentane carbaldehyde is formed in 68% yield while 20% of the respective dialdehyde species are obtained within 3 hours. An important side reaction in Cpd hydroformylation reaction can be the dimerization of Cpd to its dimer dicyclopentadiene (Dcpd). This unwanted side reaction could be overcome by the use of tertiary alkyl amines as additives. Furthermore, the possibility to steer the reaction via the influence of the bite angle of diphosphine ligands was found. (C) 2015 Elsevier B.V. All rights reserved.