Issue 21, 2021

Dialkynyldiboranes(4) and the selectable reactivity of their C–H, C[triple bond, length as m-dash]C and B–B bonds

Abstract

The synthesis and reactivity of dialkynyldiboranes(4), a little-studied family of diboranes, are presented herein. Three dialkynyldiboranes(4) were prepared via two different salt metathesis pathways. The three reactive sites of these dialkynyldiboranes(4) are then selectively addressed by judicious application of reagents: addition of an amine N-oxide leads to oxygen insertion into the B–B bond, dicobaltoctacarbonyl binds to the alkynyl C[triple bond, length as m-dash]C bonds, while Sonogashira–Hagihara cross-coupling conditions lead to double C–C bond formation at the alkynyl C–H groups.

Graphical abstract: Dialkynyldiboranes(4) and the selectable reactivity of their C–H, C [[triple bond, length as m-dash]] C and B–B bonds

Supplementary files

Article information

Article type
Communication
Submitted
15 Jan 2021
Accepted
31 Jan 2021
First published
01 Feb 2021

Chem. Commun., 2021,57, 2645-2648

Dialkynyldiboranes(4) and the selectable reactivity of their C–H, C[triple bond, length as m-dash]C and B–B bonds

F. Schorr, F. Fantuzzi, R. D. Dewhurst and H. Braunschweig, Chem. Commun., 2021, 57, 2645 DOI: 10.1039/D1CC00265A

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