s-Block carbodicarbene chemistry: C(sp3)–H activation and cyclization mediated by a beryllium center†
Jacob E.
Walley, 
a
Grace
Breiner,
a
Guocang
Wang,
a
Diane A.
Dickie,
a
Andrew
Molino,
b
Jason L.
Dutton,
b
David J. D.
Wilson
*b
and
Robert J.
Gilliard, Jr.
*a
a
Grace
Breiner,
a
Guocang
Wang,
a
Diane A.
Dickie,
a
Andrew
Molino,
b
Jason L.
Dutton,
b
David J. D.
Wilson
*b
and
Robert J.
Gilliard, Jr.
*a
Abstract
The first examples of carbodicarbene (CDC)-s-block complexes have been synthesized. The addition of base or reducing agent to a CDC–beryllium (chloride)(hexamethyldisilazide) adduct results in the unprecedented activation of a pendant C(sp3)–H bond and cyclization of the CDC to form a five-membered beryllium metallacycle. This also represents the first example of chemical activation of a CDC which transforms the ligand from monodentate neutral to chelating anionic.
- This article is part of the themed collection: ChemComm Advisory Board 2020
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