Heterogeneous catalysis with nickel-on-graphite (Ni/Cg).
Impregnation of nickel(II) onto graphite, upon reduction in situ, leads to a reagent that catalyzes both C-H and C-C bond formations between aryl halides, or aryl pseudo-halides, and various organometallics. Cross-couplings, most notably with tosylates, can lead to either reduced aromatics, biaryls, or styrenes as products under the influence of Ni/Cg. The catalyst is inexpensive, non-pyrophoric, and reusable.
Butler
Tom A
TA
Department of Chemistry & Biochemistry, University of California, Santa Barbara, CA 93106, USA.
Swift
Elizabeth C
EC
Lipshutz
Bruce H
BH
D001190:Arylsulfonates / Q000737:chemistry; D002384:Catalysis; D006108:Graphite / Q000737:chemistry*; D006219:Halogens / Q000737:chemistry; D009532:Nickel / Q000737:chemistry*; D009942:Organometallic Compounds / Q000737:chemistry
D001190:Arylsulfonates; D006219:Halogens; D009942:Organometallic Compounds; D006108:Graphite; D009532:Nickel