Enantioselective Synthesis of Fully Benzenoid Single and Double Carbohelicenes via Gold-Catalyzed Intramolecular Hydroarylation

Masakazu Satoh; Yu Shibata; Ken Tanaka

doi:10.1002/chem.201800986

Enantioselective Synthesis of Fully Benzenoid Single and Double Carbohelicenes via Gold-Catalyzed Intramolecular Hydroarylation

Chemistry. 2018 Apr 11;24(21):5434-5438. doi: 10.1002/chem.201800986. Epub 2018 Mar 22.

Authors

Masakazu Satoh¹, Yu Shibata¹, Ken Tanaka¹

Affiliation

¹ Department of Chemical Science and Engineering, Tokyo Institute of Technology, O-okayama, Meguro-ku, Tokyo, 152-8550, Japan.

PMID: 29493030
DOI: 10.1002/chem.201800986

Abstract

The enantioselective synthesis of fully benzenoid single and double carbo[6]helicenes has been achieved via the gold-catalyzed intramolecular hydroarylation. The single crystal of the racemic double carbo[6]helicene consists of unique layer structures like timbers with halving joints in the woodworking. Furthermore, the double carbo[6]helicenes exhibited relatively large CPL activities among chiral small organic molecules.

Keywords: asymmetric catalysis; carbohelicenes; circularly polarized luminescence; gold; hydroarylation.