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Azidoborolate anions and azidoborole adducts isolable forms of an unstable borole azide

Lindl, Felix, Fantuzzi, Felipe, Mailänder, Lisa, Hörl, Christian, Bélanger-Chabot, Guillaume, Braunschweig, Holger (2022) Azidoborolate anions and azidoborole adducts isolable forms of an unstable borole azide. Chemical Communications, 58 . pp. 4735-4738. ISSN 1359-7345. (doi:10.1039/D2CC00543C) (Access to this publication is currently restricted. You may be able to access a copy if URLs are provided) (KAR id:96271)

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Boroles are well known to undergo ring expansion reactions with organic azides to yield 1,2-azaborinines. A synthon featuring both azide and borole moieties within the same molecule, 1-azido-2,3,4,5-tetraphenylborole, was found to be much less stable than the related, previously-reported azidoborafluorene and decomposed to intractable mixtures well below room temperature. It could, however, be trapped at −75 °C through the formation of Lewis base adducts, even in the form of the “azide-stabilized azidoborole” complex anion diazidoborolate. DFT calculations provide a rationale for the low stability of the azidoborole under study.

Item Type: Article
DOI/Identification number: 10.1039/D2CC00543C
Divisions: Divisions > Division of Natural Sciences > Chemistry and Forensics
Depositing User: Felipe Fantuzzi
Date Deposited: 17 Aug 2022 21:39 UTC
Last Modified: 18 Aug 2022 13:39 UTC
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