Chiral periodic mesoporous copper(II) bis(oxazoline) phenylene-silica: A highly efficient and reusable asymmetric heterogeneous catalyst

authors	Lourenco, MAO; Carneiro, L; Mayoral, A; Diaz, I; Silva, AR; Ferreira, P
nationality	International
journal	JOURNAL OF CATALYSIS
author keywords	Heterogeneous catalysis; Asymmetric catalysis; Homogeneous catalysis; Periodic mesoporous organosilicas; Co-condensation
keywords	ENANTIOSELECTIVE CATALYSIS; KINETIC RESOLUTION; CARBON REPLICAS; ORGANOSILICA; COMPLEXES; LIGANDS; SUPPORT; CYCLOPROPANATION; IMMOBILIZATION; BISOXAZOLINES
abstract	We describe the preparation of an effective and reusable heterogeneous asymmetric catalyst. A novel chiral periodic mesoporous phenylene-silica containing high density of bis(oxazoline) moieties is prepared by co-condensation method with 1,4-bis(triethoxysilyl)benzene. After copper(II) coordination, the material is extremely efficient on the kinetic resolution of the 1,2-diphenylethane-1,2-diol with persistent high enantioselectivities (91 - > 99%) and yields (46-43% in maximum 50% resolution) at least for five consecutive cycles. Characterization of the material after the catalytic experiments showed that the heterogeneous catalyst was very robust keeping the integrity of the structure. (C) 2014 Elsevier Inc. All rights reserved.
publisher	ACADEMIC PRESS INC ELSEVIER SCIENCE
issn	0021-9517
year published	2014
volume	320
beginning page	63
ending page	69
digital object identifier (doi)	10.1016/j.jcat.2014.09.017
web of science category	Chemistry, Physical; Engineering, Chemical
subject category	Chemistry; Engineering
unique article identifier	WOS:000347134100008