Reduction of a dihydroboryl cation to a boryl anion and its air-stable, neutral hydroboryl radical through hydrogen shuttling

Hagspiel, Stephan, Arrowsmith, Merle, Fantuzzi, Felipe, Hermann, Alexander, Paprocki, Valerie, Drescher, Regina, Krummenacher, Ivo, Braunschweig, Holger (2019) Reduction of a dihydroboryl cation to a boryl anion and its air-stable, neutral hydroboryl radical through hydrogen shuttling. Chemical Science, 11 . pp. 551-555. ISSN 2041-6520. (doi:10.1039/C9SC05026D) (KAR id:98541)

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Official URL: https://doi.org/10.1039/C9SC05026D

Abstract

The addition of Lewis bases to a cyclic (alkyl)(amino)carbene (CAAC)-supported dihydroboron triflate yields the mixed doubly base-stabilised dihydroboryl cations [(CAAC)BH2L]+. Of these, [(CAAC)2BH2]OTf (OTf = triflate) underwent facile two-electron reduction with KC8 owing to a 1,2-hydride migration from boron to the carbene carbon to yield a stable hydroboryl anion. One-electron oxidation of the latter yielded the first neutral hydroboryl radical, which is bench-stable in the solid state.

Item Type:	Article
DOI/Identification number:	10.1039/C9SC05026D
Divisions:	Divisions > Division of Natural Sciences > Chemistry and Forensics
Funders:	Deutsche Forschungsgemeinschaft (https://ror.org/018mejw64) Coordenação de Aperfeicoamento de Pessoal de Nível Superior (https://ror.org/00x0ma614) Alexander von Humboldt Foundation (https://ror.org/012kf4317)
Depositing User:	Felipe Fantuzzi
Date Deposited:	30 Nov 2022 16:16 UTC
Last Modified:	06 Dec 2022 14:41 UTC
Resource URI:	https://kar.kent.ac.uk/id/eprint/98541 (The current URI for this page, for reference purposes)
Hagspiel, Stephan:	https://orcid.org/0000-0002-6049-6007
Arrowsmith, Merle:	https://orcid.org/0000-0003-1449-5932
Fantuzzi, Felipe:	https://orcid.org/0000-0002-8200-8262
Krummenacher, Ivo:	https://orcid.org/0000-0001-9537-1506
Braunschweig, Holger:	https://orcid.org/0000-0001-9264-1726

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