Bifunctional Chiral Catalyst for the Synthesis of Chiral Cyclic Carbonates from Carbon Dioxide and Epoxides

Bifunctional chiral catalysts incorporating the N,N′‐bis(salicylidene)cyclohexenediaminato (salen) ligand and a quaternary onium salt within one metal complex were synthesized and developed for the catalytic kinetic resolution of racemic epoxides with carbon dioxide to generate chiral cyclic carbona...

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Bibliographic Details
Published in:ChemCatChem 2009-11, Vol.1 (3), p.379-383
Main Authors: Chang, Tao, Jin, Lili, Jing, Huanwang
Format: Article
Language:English
Subjects:
asymmetric catalysis
chirality
cycloaddition
epoxides
kinetic resolution
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Summary:Bifunctional chiral catalysts incorporating the N,N′‐bis(salicylidene)cyclohexenediaminato (salen) ligand and a quaternary onium salt within one metal complex were synthesized and developed for the catalytic kinetic resolution of racemic epoxides with carbon dioxide to generate chiral cyclic carbonates in high yield and with moderate enantioselectivity. These new catalysts also have a great advantage as they can be recycled without any obvious loss of activity and enantioselectivity. Salen on the cyclic C s: Bifunctional chiral catalysts combining a metal–salen (salen=N,N′‐bis(salicylidene)cyclohexenediaminato) complex and a quaternary onium salt have been developed for the catalytic kinetic resolution of racemic epoxides with CO2 to generate chiral cyclic carbonates in high yield and with good enantioselectivity. These new catalysts can be reused more than five times without any obvious loss of activity or enantioselectivity.
ISSN:1867-3880
1867-3899
DOI:10.1002/cctc.200900135