Just Published in Chemistry - A European Journal03.07.2017
Reaction of Dihalodiboranes(4) with a N-Heterocyclic Silylene: Facile Construction of 1-Aryl-2-Silyl-1,2-Diboraindanes
Authors: Prof. Dr. Holger Braunschweig, Tobias Brückner, Andrea Deißenberger, Dr. Rian D. Dewhurst, Annika Gackstatter, Annalena Gärtner, Alexander Hofmann, Dr. Thomas Kupfer, Dominic Prieschl, Torsten Thiess, Dr. Sunewang Rixin Wang
Abstract: Dihalodiboranes(4) react with a N-heterocyclic silylene (NHSi) to generate NHSi adducts of 1-aryl-2-silyl-1,2-diboraindanes, as was confirmed by X-ray crystallography, featuring the functionalization of both B−X (X=halogen) bonds and a sp3- or sp2-C−H bond under mild conditions. Coordination of a third NHSi to the proposed 1,1-diaryl-2,2-disilyldiborane(4) intermediates, generated by a twofold B−X insertion, may be crucial for the C−H borylation that leads to the final products. Notably, our results demonstrate the first C−H borylation with a strong B−F bond activated by silylene insertion.