Enantioselective incorporation of carbon dioxide into epoxides catalyzed by optically active cobalt(II) complexes

Wataru Yamada, Yasunori Kitaichi, Hirotaka Tanaka, Tomohide Kojima, Mitsuo Sato, Taketo Ikeno, Tohru Yamada

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Abstract

The enantioselective chemical fixation of CO2 into an epoxide was developed using an optically active ketoimi-natocobalt(II) complex as a chiral Lewis acid. In the presence of a catalytic amount of the cobalt complex and amine base, enantioselective CO2 fixation with an epoxide proceeded with kinetic resolution to afford the corresponding carbonate along with unreacted epoxide, both of which were optically active. To improve their enantioselectivities, the ligand structures of the cobalt complexes and amine bases were examined. Thus, the optimized catalytic system was successfully applied to various epoxides to obtain the corresponding optically active cyclic carbonates and to recover epoxides with good-to-high enantioselectivities.

Original languageEnglish
Pages (from-to)1391-1401
Number of pages11
JournalBulletin of the Chemical Society of Japan
Volume80
Issue number7
DOIs
Publication statusPublished - 2007 Dec 1

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ASJC Scopus subject areas

  • Chemistry(all)

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