Issue 27, 2023

Amidoboronates: bringing together the synthesis of BN-heterocycles via a reductive coupling and dynamic covalent chemistry

Abstract

This Perspective describes how amidoboronates open up new chemical space spanning the areas of BN-heterocycles and dynamic covalent chemistry. BN-containing heterocycles offer the potential to access new properties and reactivity compared to their C–C analogues. Amidoboronates are introduced as a new class of B–N heterocycles that can be synthesised in three isomeric forms (meso5, rac5 and rac6) from the reductive coupling of N-aryl iminoboronates. Furthermore, initial investigations on the dynamic covalent chemistry of amidoboronates are discussed, such as the reversibility of C–C bond formation following the reductive coupling and tuning the rac5/rac6 ratio via dynamic covalent B–N and B–O bonds.

Graphical abstract: Amidoboronates: bringing together the synthesis of BN-heterocycles via a reductive coupling and dynamic covalent chemistry

Article information

Article type
Perspective
Submitted
15 Jun 2023
Accepted
19 Jun 2023
First published
20 Jun 2023
This article is Open Access
Creative Commons BY license

Dalton Trans., 2023,52, 9189-9201

Amidoboronates: bringing together the synthesis of BN-heterocycles via a reductive coupling and dynamic covalent chemistry

A. J. McConnell, Dalton Trans., 2023, 52, 9189 DOI: 10.1039/D3DT01863F

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