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Asymmetric epoxidation of chromenes catalyzed by chiral pyrrolidine SalenMn(III) complexes with an anchored functional group

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Indexed by: Journal Article

Date of Publication: 2008-10-01

Journal: APPLIED ORGANOMETALLIC CHEMISTRY

Included Journals: Scopus、EI、SCIE

Volume: 22

Issue: 10

Page Number: 592-597

ISSN: 0268-2605

Key Words: pyrrolidine SalenMn(III) complexes; asymmetric epoxidation; chromene; enantioselectivity

Abstract: Chiral pyrrolidine SalenMn(III) complexes with an anchored functional group at the N-aza-substituent in the pyrrolidine backbone were synthesized, and used as catalysts for asymmetric epoxidation of substituted chromenes. The complex 1 with an anchored imidazole as acceptor could effectively catalyze epoxidation of substituted chromenes in the absence of expensive additive 4-phenyl pyridine N-oxide (PPNO) by the coordination of the anchored organic base to the central manganese ion. Complexes 2 and 3 with a quaternary ammonium salt unit at the Naza-substituent in the pyrrolidine backbone displayed higher activities than Jacobsen catalyst and the analogous complex 4 without anchored functional group in the aforementioned reaction. Copyright (C) 2008 John Wiley & Sons, Ltd.

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