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Oxygen insertion into boroles as a route to 1,2-oxaborines†
Sam Yruegas,Dayna C. Patterson,Caleb D. Martin
Chemical Communications Pub Date : 03/29/2016 00:00:00 , DOI:10.1039/C6CC02040B
Abstract

The synthesis of 1,2-oxaborines is accomplished via the reaction of pentaarylboroles with N-methylmorpholine-N-oxide via a 1,1-insertion reaction. The aromatic nature of 1,2-oxaborines was evaluated by computing nuclear independent chemical shift (NICS) values. Collectively, the experimental and computational studies indicate the unsaturated central BOC4 ring has appreciable aromatic character.

Graphical abstract: Oxygen insertion into boroles as a route to 1,2-oxaborines
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