Takashi Kamikawa, Tamio Hayashi
Oct 6, 1997
Citations
0
Influential Citations
68
Citations
Journal
Tetrahedron Letters
Abstract
Abstract Reaction of 4-bromophenyl triflate ( 1 ) with phenylmagnesium bromide in the presence of 5 mol % of PdCl 2 (dppp) gave 97% yield of 4-bromobiphenyl ( 2a ), which was formed by selective replacement of triflate in 1 by phenyl. On the hand, bromide in 1 was substituted with the phenyl Grignard reagent selectively by use of PdCl 2 (meo-mop) 2 to give 4-biphenyl triflate ( 3a ) in high yield. The selective substitution was demonstrated to take place at the oxidative addition step to a palladium(0) species in a stoichiometric reaction of 1 with palladium(0) phosphine complexes.