Sun Q, Meng X, * Liu X, Zhang X, Yang Y, Yang Q, * Xiao FS. * Zhejiang University, Hangzhou, China
Mesoporous Cross-Linked Polymer Copolymerized with Chiral BINAP Ligand Coordinated to a Ruthenium Species as an Efficient Heterogeneous Catalyst for Asymmetric Hydrogenation.
Chem. Commun. 2012;
48: 10505-10507
Key words
BINAP - mesoporous catalysts - asymmetric hydrogenation - co-polymerization
Significance
A polymeric BINAP–ruthenium complex (Ru/PCP-BINAP) was prepared by treatment of [RuCl2(PhH)]2 with the mesoporous cross-linked polymeric (R)-BINAP ligand 4. Ru/PCP-BINAP catalyzed the asymmetric hydrogenation of β-keto esters under hydrogen (2 MPa) to give the corresponding β-hydroxy esters 7a–h in >99.5% conversion with 94.3–99.0% ee.
Comment
Ru/PCP-BINAP was readily recovered and reused six times without significant loss of its catalytic ability (1st reuse: >99.5% conversion, 94.3% ee, 6th reuse: >99.5% conversion, 95.3% ee).