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Atom Transfer Radical Polymerization of Functionalized Vinyl Monomers Using Perylene as a Visible Light Photocatalyst
Published on: April 22, 2016
Merging Regiodivergent Catalysis with Atom-Economical Radical Arylation
Felix Mühlhaus1, Hendrik Weißbarth1, Tobias Dahmen1
1Kekulé-Institut für Organische Chemie und Biochemie, Universität Bonn, Gerhard Domagk-Straße 1, 53121, Bonn, Germany.
Abstract:
A titanocene-catalyzed regiodivergent radical arylation is described that allows access to either enantiomerically pure tetrahydroquinolines or indolines from a common starting material. The regioselectivity of epoxide opening that results in the high selectivity of heterocycle formation is controlled by two factors, the absolute configuration of the enantiopure ligands of the (C5 H4 R)2 TiX2 catalyst and the inorganic ligand X (X=Cl, OTs). The overall reaction is atom-economical and constitutes a radical Friedel-Crafts alkylation.
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