Markovnikov hydroformylation catalyzed by ROPAC in the presence of phosphine and phosphine oxide ligands

Abstract

Rhodium-catalyzed hydroformylation of 1-octene in the presence of different phosphine and phosphine oxide ligands has been investigated. The molecular structure of new phosphine ligand, fluorenylidine methyl phenyl diphenylphosphine, was determined by single-crystal X-ray crystallography. Parameters such as different ligands, molar ratio of ligand to rhodium complex, ratio of olefin to rhodium complex, pressure of CO : H₂ mixture, and time of the reaction were studied. The linear aldehyde was the main product when the phosphine ligands were used as auxiliary ligands while the selectivity was changed to the branched products when the related phosphine oxide ligands were used. Under optimized reaction conditions, in the presence of [Rh(acac)(CO)(Ph₃P)]-di(1-naphthyl)phenyl phosphine oxide, conversion of 1-octene reached 97% with 87% selectivity of branched aldehyde.

Keywords:

• Hydroformylation
• rhodium complex
• 1-octene
• phosphine oxide ligand
• phosphine ligand
• aldehyde

Acknowledgment

The authors gratefully acknowledge the financial support from the University of Tehran.

Disclosure statement

No potential conflict of interest was reported by the authors.