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The Parent Borylene: Betwixt and Between


  • We thank the National Science Foundation and CNRS for support of this work and Prof. Holger Braunschweig for helpful discussions.


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Still elusive: The reduction of dimethylimidazol-2-ylidene dichloroborane by sodium naphthalenide has been suggested to provide a borylene that cycloadds to naphthalene to make a borirane. Evidence has been provided that this borirane instead arises from coupling of a boryl radical and sodium naphthalenide. In contrast, reduction of 1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene dichloroborane and the related dimesityl derivative provide novel C[BOND]H insertion products that may have arisen from a borylene.