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Reaction of Dihalodiboranes(4) with a N-Heterocyclic Silylene: Facile Construction of 1-Aryl-2-Silyl-1,2-Diboraindanes. 2017
Holger Braunschweig, and
Tobias Brückner, and
Andrea Deißenberger, and
Rian D Dewhurst, and
Annika Gackstatter, and
Annalena Gärtner, and
Alexander Hofmann, and
Thomas Kupfer, and
Dominic Prieschl, and
Torsten Thiess, and
Sunewang Rixin Wang
Institut für Anorganische Chemie, Julius-Maximilians-Universität Würzburg, Am Hubland, 97074, Würzburg, Germany.
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.
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