Unusual regioselective mercuration of metalloporphyrins and its potential applications

Ken Ichi Sugiura; Aiko Kato; Kentaro Iwasaki; Hitoshi Miyasaka; Masahiro Yamashita; Shojun Hino; Dennis P. Arnold

doi:10.1039/b618464b

Unusual regioselective mercuration of metalloporphyrins and its potential applications

Ken Ichi Sugiura, Aiko Kato, Kentaro Iwasaki, Hitoshi Miyasaka, Masahiro Yamashita, Shojun Hino, Dennis P. Arnold

IMR - Materials Development Division

Research output: Contribution to journal › Article › peer-review

21 Citations (Scopus)

Abstract

The reaction of Hg(CF₃CO₂)₂ with metalloporphyrins produces mercurated porphyrins regioselectively, the reaction, surprisingly occurring at the most hindered β^B-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.

Original language	English
Pages (from-to)	2046-2047
Number of pages	2
Journal	Chemical Communications
Issue number	20
DOIs	https://doi.org/10.1039/b618464b
Publication status	Published - 2007

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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 βB-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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T1 - Unusual regioselective mercuration of metalloporphyrins and its potential applications

AU - Sugiura, Ken Ichi

AU - Kato, Aiko

AU - Iwasaki, Kentaro

AU - Miyasaka, Hitoshi

AU - Yamashita, Masahiro

AU - Hino, Shojun

AU - Arnold, Dennis P.

PY - 2007

Y1 - 2007

N2 - The reaction of Hg(CF3CO2)2 with metalloporphyrins produces mercurated porphyrins regioselectively, the reaction, surprisingly occurring at the most hindered βB-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.

AB - The reaction of Hg(CF3CO2)2 with metalloporphyrins produces mercurated porphyrins regioselectively, the reaction, surprisingly occurring at the most hindered βB-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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SP - 2046

EP - 2047

JO - Chemical Communications

JF - Chemical Communications

IS - 20

ER -

Unusual regioselective mercuration of metalloporphyrins and its potential applications

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