Issue 7, 2019

Boron-based stepwise dioxygen activation with 1,4,2,5-diazadiborinine

Abstract

Activation of dioxygen (O2) by 1,4,2,5-diazadiborinine 1 is reported. Two boron centers in 1 undergo a formal [4 + 2] cycloaddition with O2 at room temperature affording a bicyclo[2.2.2] molecule 2 featuring a B–O–O–B unit. Treatment of 2 with an additional equivalent of 1 leads to the cleavage of the O–O bond in 2 concomitant with the formation of two B–O bonds to yield 4 involving the extremely rare B4C2N2O2 ten-membered rings. A series of these reactions demonstrate the stepwise scission of the O[double bond, length as m-dash]O π-bond and the O–O σ-bond of O2.

Graphical abstract: Boron-based stepwise dioxygen activation with 1,4,2,5-diazadiborinine

Supplementary files

Article information

Article type
Edge Article
Submitted
17 Oct 2018
Accepted
10 Dec 2018
First published
11 Dec 2018
This article is Open Access

All publication charges for this article have been paid for by the Royal Society of Chemistry
Creative Commons BY-NC license

Chem. Sci., 2019,10, 2088-2092

Boron-based stepwise dioxygen activation with 1,4,2,5-diazadiborinine

B. Wang and R. Kinjo, Chem. Sci., 2019, 10, 2088 DOI: 10.1039/C8SC04624G

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