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Synfacts 2013; 9(1): 0108
DOI: 10.1055/s-0032-1317918
Polymer-Supported Synthesis
© Georg Thieme Verlag Stuttgart · New York

Asymmetric Hydrogenation Using Polymer-Supported BINAP

Rezensent(en):
Yasuhiro Uozumi
,
Yoichi M. A. Yamada
,
Heeyoel Baek
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
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Publikationsverlauf

Publikationsdatum:
17. Dezember 2012 (online)

 
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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.


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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).


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