title: Reagent- and Metal-Free Anodic C-C Cross-Coupling of Aniline Derivatives.
abstract: The dehydrogenative cross-coupling of aniline derivatives to 2,2'-diaminobiaryls is reported. The oxidation is carried out electrochemically, which avoids the use of metals and reagents. A large variety of biphenyldiamines were thus prepared. The best results were obtained when glassy carbon was used as the anode material. The electrosynthetic reaction is easily performed in an undivided cell at slightly elevated temperature. In addition, common amine protecting groups based on carboxylic acids were employed that can be selectively removed under mild conditions after the cross-coupling, which provides quick and efficient access to important building blocks featuring free amine moieties.
authors.affiliation: Institut für Organische Chemie, Johannes Gutenberg-Universität Mainz, Duesbergweg 10-14, 55128, Mainz, Germany.
authors.forename: Lara
authors.initials: L
authors.lastname: Schulz
authors.affiliation: Institut für Organische Chemie, Johannes Gutenberg-Universität Mainz, Duesbergweg 10-14, 55128, Mainz, Germany.
authors.forename: Mathias
authors.initials: M
authors.lastname: Enders
authors.affiliation: Institut für Organische Chemie, Johannes Gutenberg-Universität Mainz, Duesbergweg 10-14, 55128, Mainz, Germany.
authors.forename: Bernd
authors.initials: B
authors.lastname: Elsler
authors.affiliation: Institut für Organische Chemie, Johannes Gutenberg-Universität Mainz, Duesbergweg 10-14, 55128, Mainz, Germany.
authors.forename: Dieter
authors.initials: D
authors.lastname: Schollmeyer
authors.affiliation: Evonik Performance Materials GmbH, Paul-Baumann-Strasse 1, 45772, Marl, Germany.
authors.forename: Katrin M
authors.initials: KM
authors.lastname: Dyballa
authors.affiliation: Evonik Performance Materials GmbH, Paul-Baumann-Strasse 1, 45772, Marl, Germany.|Lehrstuhl für Theoretische Chemie, Ruhr-Universität Bochum, 44780, Bochum, Germany.
authors.forename: Robert
authors.initials: R
authors.lastname: Franke
authors.affiliation: Institut für Organische Chemie, Johannes Gutenberg-Universität Mainz, Duesbergweg 10-14, 55128, Mainz, Germany.
authors.forename: Siegfried R
authors.identifier: 0000-0002-7949-9638
authors.initials: SR
authors.lastname: Waldvogel
keywords: C−H activation; biaryls; cross-coupling; electrochemistry; protecting groups