An Unsymmetrical, Cyclic Diborene Based on a Chelating CAAC Ligand and its Small‐Molecule Activation and Rearrangement Chemistry

Lu, Wei, Jayaraman, Arumugam, Fantuzzi, Felipe, Dewhurst, Rian D., Härterich, Marcel, Dietz, Maximilian, Hagspiel, Stephan, Krummenacher, Ivo, Hammond, Kai, Cui, Jingjing, and others. (2022) An Unsymmetrical, Cyclic Diborene Based on a Chelating CAAC Ligand and its Small‐Molecule Activation and Rearrangement Chemistry. Angewandte Chemie International Edition, 61 (3). ISSN 1433-7851. (doi:10.1002/anie.202113947) (KAR id:93197)

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Official URL: https://doi.org/10.1002/anie.202113947

Abstract

A one-pot synthesis of a CAAC-stabilized, unsymmetrical, cyclic diborene was achieved via consecutive two-electron reduction steps from an adduct of CAAC and B2Br4(SMe2)2. Theoretical studies revealed that this diborene has a considerably smaller HOMO–LUMO gap than those of reported NHC- and phosphine-supported diborenes. Complexation of the diborene with [AuCl(PCy3)] afforded two diborene–AuI π complexes, while reaction with DurBH2, P4 and a terminal acetylene led to the cleavage of B−H, P−P, and C−C π bonds, respectively. Thermal rearrangement of the diborene gave an electron-rich cyclic alkylideneborane, which readily coordinated to AgI via its B=C double bond.

Item Type:	Article
DOI/Identification number:	10.1002/anie.202113947
Subjects:	Q Science > QD Chemistry
Divisions:	Divisions > Division of Natural Sciences > Chemistry and Forensics
Funders:	European Research Council (https://ror.org/0472cxd90) Coordenação de Aperfeicoamento de Pessoal de Nível Superior (https://ror.org/00x0ma614) [222] National Natural Science Foundation of China Alexander von Humboldt Foundation (https://ror.org/012kf4317)
Depositing User:	Felipe Fantuzzi
Date Deposited:	17 Aug 2022 21:05 UTC
Last Modified:	01 Dec 2022 09:41 UTC
Resource URI:	https://kar.kent.ac.uk/id/eprint/93197 (The current URI for this page, for reference purposes)
Lu, Wei:	https://orcid.org/0000-0003-2529-5290
Jayaraman, Arumugam:	https://orcid.org/0000-0001-7116-4174
Fantuzzi, Felipe:	https://orcid.org/0000-0002-8200-8262
Dewhurst, Rian D.:	https://orcid.org/0000-0001-5978-811X
Härterich, Marcel:	https://orcid.org/0000-0002-2794-5202
Hagspiel, Stephan:	https://orcid.org/0000-0002-6049-6007
Krummenacher, Ivo:	https://orcid.org/0000-0001-9537-1506
Braunschweig, Holger:	https://orcid.org/0000-0001-9264-1726

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