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硅胶负载的紧凑型膦-铱体系催化的官能化芳烃的定向邻位硼化反应。

Directed ortho borylation of functionalized arenes catalyzed by a silica-supported compact phosphine-iridium system.

作者信息

Kawamorita Soichiro, Ohmiya Hirohisa, Hara Kenji, Fukuoka Atsushi, Sawamura Masaya

机构信息

Department of Chemistry, Faculty of Science, Hokkaido University, Sapporo 060-0810, Japan.

出版信息

J Am Chem Soc. 2009 Apr 15;131(14):5058-9. doi: 10.1021/ja9008419.

Abstract

An immobilized monophosphine-Ir system, which was prepared in situ from Ir(OMe)(cod) 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.

摘要

一种由[Ir(OMe)(cod)]₂和二氧化硅负载的紧密膦原位制备的固定化单膦-铱体系,对用双(频哪醇合)二硼进行芳族C-H键的硼化反应显示出高活性和选择性。该体系不仅对苯的硼化反应有效,而且在温和的反应条件下,对带有诸如酯基、酰胺基、磺酸酯基、缩醛基、烷氧基甲基和氯基等导向基团的芳烃的邻位硼化反应也有效。

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