Issue 93, 2021

Carbon monoxide bond cleavage mediated by an intramolecular frustrated Lewis pair: access to new B/N heterocycles via selective incorporation of single carbon atoms

Abstract

Utilizing an intramolecular frustrated Lewis pair (FLP) decorated with a strongly donating guanidino moiety enabled the formation of a thermally remarkably stable FLP-CO adduct, which at 120 °C underwent CO migration to form an acyl borane. Both compounds underwent rapid CO cleavage in the presence of strong electrophiles leading to the selective formation of a range of new 1,2- and 1,3-benzazaboroles in good yields under mild conditions.

Graphical abstract: Carbon monoxide bond cleavage mediated by an intramolecular frustrated Lewis pair: access to new B/N heterocycles via selective incorporation of single carbon atoms

Supplementary files

Article information

Article type
Communication
Submitted
07 Oct 2021
Accepted
28 Oct 2021
First published
29 Oct 2021

Chem. Commun., 2021,57, 12528-12531

Carbon monoxide bond cleavage mediated by an intramolecular frustrated Lewis pair: access to new B/N heterocycles via selective incorporation of single carbon atoms

C. P. Manankandayalage, D. K. Unruh and C. Krempner, Chem. Commun., 2021, 57, 12528 DOI: 10.1039/D1CC05673E

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