Just Published in Chemistry - A European Journal

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.

Link: http://onlinelibrary.wiley.com/doi/10.1002/chem.201702377/full