Unusual regioselective mercuration of metalloporphyrins and its potential applications

Unusual regioselective mercuration of metalloporphyrins and its potential applications
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DOI:
10.1039/b618464b
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发表时间:
2007-01-01
影响因子:
4.9
通讯作者:
Arnold, Dennis P.
Arnold, Dennis P.
中科院分区:
化学2区
文献类型:
--
作者:
Sugiura, Ken-ichi;Kato, Aiko;Arnold, Dennis P.

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Hg(CF3CO2)(2)与金属卟啉的反应选择性地产生汞化卟啉,该反应出人意料地发生在最受阻的β (B)-位置;这种行为与卟啉通常的亲电取代反应形成鲜明对比,后者的反应产生中位取代卟啉;所得的汞化卟啉对过渡金属催化的偶联反应(如Mizoroki-Heck反应)具有活性。
The reaction of Hg(CF3CO2)(2) with metalloporphyrins produces mercurated porphyrins regioselectively, the reaction, surprisingly occurring at the most hindered beta(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.