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Issue 66, 2019
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Pseudodiborenes: hydride-bridged diboranes(5) as two-electron reductants of chalcogens

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Abstract

The reactivity of two nucleophilic neutral sp2–sp3 diboranes towards chalcogens is presented herein. Both diboranes(5) serve as two-electron reductants, incorporating oxygen, sulfur and selenium atoms. Treatment with chalcogen sources results in the oxidative insertion of one chalcogen atom into the B–B single bond, while depending on the negative inductive effect of the chalcogen and the boron bound aryl substituent further N-heterocyclic carbene (NHC) ring expansion and hydride migration can occur. These reactions provide access to unprecedented six- or seven-membered heterocycles and help to illuminate the pseudo-multiple bonding character of hydrogen-bridged B–B single bonds.

Graphical abstract: Pseudodiborenes: hydride-bridged diboranes(5) as two-electron reductants of chalcogens

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Article information


Submitted
19 Jun 2019
Accepted
19 Jul 2019
First published
19 Jul 2019

Chem. Commun., 2019,55, 9781-9784
Article type
Communication

Pseudodiborenes: hydride-bridged diboranes(5) as two-electron reductants of chalcogens

D. Prieschl, M. Dietz, J. H. Muessig, K. Wagner, I. Krummenacher and H. Braunschweig, Chem. Commun., 2019, 55, 9781
DOI: 10.1039/C9CC04692E

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