Unusual regioselective mercuration of metalloporphyrins and its potential applications.
The reaction of Hg(CF3CO2)2 with metalloporphyrins produces mercurated porphyrins regioselectively, the reaction, surprisingly occurring at the most hindered betaB-position; this behavior is in marked contrast to the usual electrophilic substitution reactions of porphyrins, whose reactions produce meso-substituted porphyrins; the obtained mercurated porphyrins are active to transition metal-catalyzed coupling reactions, such as the Mizoroki-Heck reaction.
Sugiura
Ken-ichi
K
Department of Chemistry, Graduate School of Science and Engineering, Tokyo Metropolitan University, 1-1 Minami-Ohsawa, Hachi-Oji, Tokyo 192-0397, Japan. sugiura@porphyrin.jp
Kato
Aiko
A
Iwasaki
Kentaro
K
Miyasaka
Hitoshi
H
Yamashita
Masahiro
M
Hino
Shojun
S
Arnold
Dennis P
DP