title: Computational predictions of substituted benzyne and indolyne regioselectivities.
abstract: A computational study using DFT methods was performed for an array of mono and disubstituted benzynes and indolynes. The inherent distortion present in the geometry-optimized structures predicts the regioselectivity of aryne trapping by nucleophiles or cycloaddition partners. These studies will serve to enable the further use of unsymmetrical arynes in organic synthesis.
authors.affiliation: Department of Chemistry and Biochemistry, University of California, Los Angeles, California 90095.
authors.forename: Elias
authors.initials: E
authors.lastname: Picazo
authors.affiliation: Department of Chemistry and Biochemistry, University of California, Los Angeles, California 90095.
authors.forename: K N
authors.initials: KN
authors.lastname: Houk
authors.affiliation: Department of Chemistry and Biochemistry, University of California, Los Angeles, California 90095.
authors.forename: Neil K
authors.initials: NK
authors.lastname: Garg
keywords: arynes; computations; hetarynes; heterocycles; regioselectivities