Catalytic carbon--carbon and carbon--silicon bond activation and functionalization by nickel complexes
The nickel alkyne complexes (dippe)Ni(Me{sub 3}SiC{triple{underscore}bond}CSiMe{sub 3}), 1, (dippe)Ni(Me{sub 3}CC{triple{underscore}bond}CSiMe{sub 3}), 2, and (dippe)Ni(MeC{triple{underscore}bond}CSiMe{sub 3}), 3, were synthesized (dippe = bis(diisopropylphosphino)-ethane) and characterized by {sup 1}H, {sup 31}P, and {sup 13}C{l{underscore}brace}{sup 1}H{r{underscore}brace} NMR spectroscopy. Complex 1 was characterized by X-ray crystallography. Heating complex 1, 2, or 3 with excess biphenylene and alkyne results in the catalytic formation of several novel organic compounds, several of which have been characterized by X-ray crystallography. These reactions are proposed to proceed by a competition between {Beta}-silyl migration from an acetylene insertion intermediate and elimination of phenanthrene. Mechanistic schemes are presented for these reactions.
- Research Organization:
- Univ. of Rochester, New York (US)
- Sponsoring Organization:
- US Department of Energy
- DOE Contract Number:
- FG02-86ER13569
- OSTI ID:
- 20003992
- Journal Information:
- Organometallics, Journal Name: Organometallics Journal Issue: 22 Vol. 18; ISSN 0276-7333; ISSN ORGND7
- Country of Publication:
- United States
- Language:
- English
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