Issue 30, 2022

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

Abstract

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.

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

Supplementary files

Article information

Article type
Communication
Submitted
24 جمادى الثانية 1443
Accepted
11 شعبان 1443
First published
13 شعبان 1443

Chem. Commun., 2022,58, 4735-4738

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

F. Lindl, F. Fantuzzi, L. Mailänder, C. Hörl, G. Bélanger-Chabot and H. Braunschweig, Chem. Commun., 2022, 58, 4735 DOI: 10.1039/D2CC00543C

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements