Issue 6, 2018

Azaborines: synthesis and use in the generation of stabilized boron-substituted carbocations

Abstract

A formal N-heterocyclic carbene insertion into the B–H bond of 9-BBN followed by a ring expansion reaction is reported. NHC-9-BBN adducts were reacted in one or two steps to give the corresponding di- or triazaborines. Hydride abstraction of selected species with [Ph3C]+ is facile, giving rise to 6π-aromatic cations with Lewis acidity comparable to Lewis acids commonly employed in frustrated Lewis pairs.

Graphical abstract: Azaborines: synthesis and use in the generation of stabilized boron-substituted carbocations

Supplementary files

Article information

Article type
Communication
Submitted
12 Eph 2017
Accepted
20 Dis 2017
First published
20 Dis 2017

Dalton Trans., 2018,47, 1791-1795

Azaborines: synthesis and use in the generation of stabilized boron-substituted carbocations

J. J. Clarke, P. Eisenberger, S. S. Piotrkowski and C. M. Crudden, Dalton Trans., 2018, 47, 1791 DOI: 10.1039/C7DT01329A

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