We have recently reported the first general method to prepare tetraarylmethanes with all-phenyl groups and diverse substitution using an intramolecular Friedel-Crafts reaction followed by a nickel-mediated desulfurization. Herein, we describe our progress toward developing an enantioselective variant of this methodology. Substrate preparation (2-thioaryl-triarylmethanols) is described along with our results using C2 symmetric Bronsted acids to enable cyclization giving quaternary stereocenters with four different aromatic groups. Subsequent desulfurization gives chiral tetraarylmethanes that could exhibit interesting properties/applications.

Progress toward catalytic enantioselective Friedel-Crafts reactions for the preparation of chiral tetraarylmethanes

Macromolecular Chemistry: The Second Century

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ACS Spring 2020 National Meeting & Expo

The official archive and repository for all ACS Meetings & Expositions abstracts and select posters or presentations.