Synthesis of fused B,N-heterocycles by alkyne cleavage, NHC ring-expansion and C–H activation at a diboryne

Tobias Brückner; Merle Arrowsmith; Merlin Heß; Kai Hammond; Marcel Müller; Holger Braunschweig

doi:10.1039/C9CC02657F

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Synthesis of fused B,N-heterocycles by alkyne cleavage, NHC ring-expansion and C–H activation at a diboryne†

Tobias Brückner,^a Merle Arrowsmith,

^a Merlin Heß,^a Kai Hammond,^a Marcel Müller^a and Holger Braunschweig

*^a

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* Corresponding authors

^a Institute for Inorganic Chemistry and the Institute for Sustainable Chemistry & Catalysis with Boron, Julius-Maximilians-Universität Würzburg, Am Hubland, 97074 Würzburg, Germany
E-mail: h.braunschweig@uni-wuerzburg.de

Abstract

The addition of alkynes to a saturated N-heterocyclic carbene (NHC)-supported diboryne results in spontaneous cycloaddition, with complete B [triple bond, length as m-dash] B and CC triple bond cleavage, NHC ring-expansion and activation of a variety of C–H bonds, leading to the formation of complex mixtures of fused B,N-heterocycles.

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Article information

DOI: https://doi.org/10.1039/C9CC02657F
Article type: Communication
Submitted: 05 Apr 2019
Accepted: 14 May 2019
First published: 15 May 2019

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Chem. Commun., 2019,55, 6700-6703

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Synthesis of fused B,N-heterocycles by alkyne cleavage, NHC ring-expansion and C–H activation at a diboryne

T. Brückner, M. Arrowsmith, M. Heß, K. Hammond, M. Müller and H. Braunschweig, Chem. Commun., 2019, 55, 6700 DOI: 10.1039/C9CC02657F

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Chemical Communications

Synthesis of fused B,N-heterocycles by alkyne cleavage, NHC ring-expansion and C–H activation at a diboryne†

Abstract

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Synthesis of fused B,N-heterocycles by alkyne cleavage, NHC ring-expansion and C–H activation at a diboryne

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