B–N Coupling Versus Intramolecular Cl/Me Exchange - RSC Publishing

Electrophilic activation of difunctional aminoboranes: B–N coupling versus intramolecular Cl/Me exchange†‡

Matthias Maier,§a Jonas Klopf,§a Clemens Glasmacher,a Felipe Fantuzzi,¶ab Jonas Bachmann,a Ozan Ayhan,a Abhishek Koner,||a Bernd Engels *b and Holger Helten *a Author affiliations

* Corresponding authors

a Institute of Inorganic Chemistry and Institute for Sustainable Chemistry & Catalysis with Boron (ICB), Julius-Maximilians-Universität Würzburg, Am Hubland, 97074 Würzburg, Germany E-mail: [email protected]

b Institute for Physical and Theoretical Chemistry Julius-Maximilians-Universität Würzburg, Emil-Fischer-Strasse 42, 97074 Würzburg, Germany E-mail: [email protected]

Abstract

Treatment of an N-silyl-B-chloro-aminoborane with substoichio-metric quantities of Me3SiOTf afforded B–N coupling, whereas activation with 5 mol% of Ag[Al{OC(CF3)3}4] led to Cl/Me exchange between the boron and the silicon center. Combined experimental and computational studies of the latter process support a chain reaction that is initiated by nucleation-limited chloride abstraction.

• This article is part of the themed collection: Boron Chemistry in the 21st Century: From Synthetic Curiosities to Functional Molecules

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