Aqueous hydroformylation reaction mediated by randomly methylated β-cyclodextrin: How substitution degree influences catalytic activity and selectivity

A crude mixture of randomly methylated β-cyclodextrin (RAME-β-CD) has been fractionated by chromatographic column to evaluate the influence of the methylation degree on activity and selectivity of a rhodium/tris(m-sulfonatophenyl)phosphane trisodium salt (TPPTS) catalytic system in hydroformylation of 1-decene. Each sample of methylated β-cyclodextrin (β-CD) was carefully analyzed by matrix-assisted laser desorption/ionization time-of-flight mass spectrometry (MALDI-TOF-MS) and electrospray ionization mass spectrometry (ESI-MS). The catalytic activity was found to gradually increase with the number of methyl groups on the methylated β-CD whereas the chemoselectivity and regioselectivity remained unchanged.

A crude mixture of randomly methylated β-cyclodextrin (RAME-β-CD) has been fractionated to evaluate the influence of the methylation degree on activity and selectivity of a rhodium/TPPTS catalytic system in hydroformylation of 1-decene. The catalytic activity was found to gradually increase with the number of methyl groups on the CD whereas the chemoselectivity and regioselectivity remained unchanged.Figure optionsDownload as PowerPoint slide