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Title: Room-Temperature Aerobic C–CN Bond Activation in Nickel(II) Cyanomethyl Dicarboranyl Complex
We report the synthesis and characterization of a nickel(II) complex of the dicarboranyl CNC dianionic pincer ligand, which activates acetonitrile by C–C bond cleavage. Deprotonation of the relatively acidic C–H bond of the coordinated acetonitrile with potassium t-butoxide led to the formation of the C-bound cyanomethylene ligand at the metal center. Unlike most previously characterized Ni(II) cyanoalkyls, the resulting complex exhibited quick transformation under aerobic conditions at room temperature to afford CNC-ligated nickel(II) cyanide, indicating facile cleavage of the C–CN bond. The cyanoalkyl and cyanide complexes were isolated in excellent yields and characterized by NMR spectroscopy and single-crystal X-ray diffraction. Carbon-containing products of the aerobic C–CN bond activation are hydroxyacetonitrile, formaldehyde, cyanomethyl formate, and carbon dioxide.  more » « less
Award ID(s):
2154828 1654301
NSF-PAR ID:
10432651
Author(s) / Creator(s):
; ; ; ; ;
Date Published:
Journal Name:
Organometallics
ISSN:
0276-7333
Format(s):
Medium: X
Sponsoring Org:
National Science Foundation
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