Synthesis of 2-nitro- and 2,2'-dinitrobiphenyls by means of the suzuki cross-coupling reaction.
[Reaction: see text]. Mechanistic investigations and protocols for the synthesis of 2-nitrobiphenyls and 2,2'-dinitrobiphenyls are disclosed. It is revealed that obstacles appear during the transmetalation step when the phenylboronic acid is substituted with a nitro group in the 2-position, whereas when substituted in the 3- or 4-positions, the reaction follows similar patterns as found in the electrophilic substitution of nitrobenzenes, an observation that may be attributed to the elimination step of the catalytic cycle.
González
Raquel Rodríguez
RR
Department of Chemistry, University of Bergen, Allégaten 41, N-5007 Bergen, Norway.
Liguori
Lucia
L
Carrillo
Alberto Martinez
AM
Bjørsvik
Hans-René
HR