title: Antiaromaticity to aromaticity: from boroles to 1,2-azaborinines by ring expansion with azides.
abstract: We have exploited the reactivity of antiaromatic boroles, gaining access to aryl-substituted monocyclic 1,2-azaborinines. The observed ring-expansion reaction of inherently electron-deficient boroles with organometallic and organic azides is demonstrated for representative examples. This substance class is expected to provide a new avenue into 1,2-azaborinine chemistry, especially in the area of functional organoboron materials. Our results are based on NMR and UV/Vis spectroscopy as well as single-crystal X-ray crystallography and provide a virtually quantitative approach that also offers numerous points of variation.
authors: Institut für Anorganische Chemie, Julius-Maximilians-Universität Würzburg, Am Hubland, 97074 Würzburg (Germany) http://www-anorganik.ak-braunschweig.chemie.uni-wuerzburg.de/. h.braunschweig@uni-wuerzburg.de.
authors: Holger
authors: H
authors: Braunschweig
authors: Christian
authors: C
authors: Hörl
authors: Lisa
authors: L
authors: Mailänder
authors: Krzysztof
authors: K
authors: Radacki
authors: Johannes
authors: J
authors: Wahler
keywords: BN heterocycles; azaborinines; azides; boroles; ring expansion