SUPRAPhos ligands for the regioselective rhodium catalyzed hydroformylation of styrene forming the linear aldehyde†
P. Elsbeth Goudriaan,Mark Kuil,Xiao-Bin Jiang,Piet W. N. M. van Leeuwen,Joost N. H. Reek
Dalton Transactions Pub Date : 01/23/2009 00:00:00 , DOI:10.1039/B818665K
Abstract

We report SUPRAphos-based rhodium catalysts that are unusually regioselective in the hydroformylation of styrene at low temperatures (40 °C) producing mainly the linear aldehyde (72%). This ligand-specific phenomenon is observed for two rhodium catalysts with heterobidentate phosphine–phosphoramidite ligands. We propose that the high selectivity for the linear product is caused by enhanced β-hydride elimination, due to specific substrate–ligand interactions, most likely π–π interactions.

Graphical abstract: SUPRAPhos ligands for the regioselective rhodium catalyzed hydroformylation of styrene forming the linear aldehyde