Unusual regioselective mercuration of metalloporphyrins and its potential applications |
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| Authors: | Sugiura Ken-ichi Kato Aiko Iwasaki Kentaro Miyasaka Hitoshi Yamashita Masahiro Hino Shojun Arnold Dennis P |
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| Institution: | 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 |
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| Abstract: | 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. |
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