title: Regioselective Catalytic and Stepwise Routes to Bulky, Functional-Group-Appended, and Luminescent 1,2-Azaborinines.
abstract: The regioselective syntheses of 1,2-azaborinines is achieved using an unsymmetrical iminoborane through both catalytic and stepwise modular routes. The 1,2-azaborinine ring can be selectively functionalized in the 4- and/or 6-position through control of the stepwise reaction sequence, allowing access to vinyl-functionalized and redox-active, luminescent, donor-functionalized 1,2-azaborinines. The electrochemistry and photochemistry of a tetraarylamine-substituted 1,2-azaborinine are studied. Cyclic voltammetry of this compound, relative to a non-B,N-substituted reference molecule, showed an additional oxidation wave assigned to the oxidation of the azaborinine ring, while emission spectroscopy indicated that the azaborinine was significantly more fluorescent than the reference.
authors.affiliation: Institut für Anorganische Chemie, Julius-Maximilians Universität Würzburg, Am Hubland, 97074, Würzburg, Germany.
authors.forename: Marius
authors.initials: M
authors.lastname: Schäfer
authors.affiliation: Wilhelm Conrad Röntgen Research Center for Complex Material Systems, Institut für Organische Chemie, Julius-Maximilians Universität Würzburg, Am Hubland, 97074, Würzburg, Germany.
authors.forename: Julian
authors.initials: J
authors.lastname: Schäfer
authors.affiliation: Institut für Anorganische Chemie, Julius-Maximilians Universität Würzburg, Am Hubland, 97074, Würzburg, Germany.
authors.forename: Rian D
authors.initials: RD
authors.lastname: Dewhurst
authors.affiliation: Institut für Anorganische Chemie, Julius-Maximilians Universität Würzburg, Am Hubland, 97074, Würzburg, Germany.
authors.forename: William C
authors.initials: WC
authors.lastname: Ewing
authors.affiliation: Institut für Anorganische Chemie, Julius-Maximilians Universität Würzburg, Am Hubland, 97074, Würzburg, Germany.
authors.forename: Mirjam
authors.initials: M
authors.lastname: Krahfuß
authors.affiliation: Institut für Anorganische Chemie, Julius-Maximilians Universität Würzburg, Am Hubland, 97074, Würzburg, Germany.
authors.forename: Maximilian W
authors.initials: MW
authors.lastname: Kuntze-Fechner
authors.affiliation: Institut für Anorganische Chemie, Julius-Maximilians Universität Würzburg, Am Hubland, 97074, Würzburg, Germany.
authors.forename: Marius
authors.initials: M
authors.lastname: Wehner
authors.affiliation: Wilhelm Conrad Röntgen Research Center for Complex Material Systems, Institut für Organische Chemie, Julius-Maximilians Universität Würzburg, Am Hubland, 97074, Würzburg, Germany. christoph.lambert@uni-wuerzburg.de.
authors.forename: Christoph
authors.initials: C
authors.lastname: Lambert
authors.affiliation: Institut für Anorganische Chemie, Julius-Maximilians Universität Würzburg, Am Hubland, 97074, Würzburg, Germany. h.braunschweig@uni-wuerzburg.de.
authors.forename: Holger
authors.initials: H
authors.lastname: Braunschweig
keywords: azaborete ligands; azaborinines; boron; heterocycles; isosterism