Issue 4, 2021

Reactivity of a magnesium diboranate with organic nitriles

Abstract

A series of complexes generated through reactions of the β-diketiminato magnesium diboranate species, [(BDI)Mg{(n-Bu)pinB-Bpin}] (BDI = HC{(Me)CNDipp}2; Dipp = 2,6-di-iso-propylphenyl), and a variety of organic nitriles are reported. Although, in every case, the diboranate anion acts as a surrogate source of the {Bpin} nucleophile, resulting in B–C bond formation at the electrophilic sp-hydridised nitrile carbon, the resultant compounds display a variable propensity to undergo subsequent reaction with additional nitrile equivalents. This behaviour is rationalised to be a consequence of substituent-dependent modulation in the basicity and resultant electrophilicity of magnesium-coordinated nitrile intermediates.

Graphical abstract: Reactivity of a magnesium diboranate with organic nitriles

Supplementary files

Article information

Article type
Paper
Submitted
23 Nov. 2020
Accepted
11 Dec. 2020
First published
11 Dec. 2020
This article is Open Access
Creative Commons BY license

Dalton Trans., 2021,50, 1283-1292

Reactivity of a magnesium diboranate with organic nitriles

H. Shere, M. S. Hill, A. Pécharman and M. F. Mahon, Dalton Trans., 2021, 50, 1283 DOI: 10.1039/D0DT04016A

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