Directed Ortho Borylation of Functionalized Arenes Catalyzed by a Silica-Supported Compact Phosphine-Iridium System

Directed Ortho Borylation of Functionalized Arenes Catalyzed by a Silica-Supported Compact Phosphine-Iridium System
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DOI:
10.1021/ja9008419
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发表时间:
2009-04-15
影响因子:
15
通讯作者:
Sawamura, Masaya
Sawamura, Masaya
中科院分区:
化学1区
文献类型:
--
作者:
Kawamorita, Soichiro;Ohmiya, Hirohisa;Sawamura, Masaya

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由[Ir(OMe)(cod)](2)和硅胶负载的致密膦原位制备的固定化单膦-Ir体系,对双频哪醇基二硼与芳香C-H键的硼基化反应表现出较高的活性和选择性。该体系不仅对苯的硼基化反应有效,而且对芳烃与酯基、酰胺基、磺酸基、缩醛基、烷氧基甲基和氯基等定向基团的邻位硼基化反应也有效,反应条件温和。
An immobilized monophosphine-Ir system, which was prepared in situ from [Ir(OMe)(cod)](2) and a silica-supported, compact phosphine, showed high activities and selectivities for the borylation of aromatic C-H bonds with bis(pinacolato)diboron. This system was effective not only for the borylation of benzene but also for the ortho borylation of arenes with directing groups, such as ester, amide, sulfonate, acetal, alkoxymethyl, and chloro groups, under mild reaction conditions.