Synthesis of masked haloareneboronic acids via iridium-catalyzed aromatic C-H borylation with 1,8-naphthalenediaminatoborane (danBH)

被引：84

作者：

Iwadate, Noriyuki ^{[1
]}

Suginome, Michinori ^{[1
]}

机构：

[1] Kyoto Univ, Dept Synthet Chem & Biol Chem, Grad Sch Engn, Nishikyo Ku, Kyoto 6068501, Japan

来源：

JOURNAL OF ORGANOMETALLIC CHEMISTRY | 2009年 / 694卷 / 11期

关键词：

C-H borylation; Iridium catalysis; Cross-coupling; Iterative synthesis; Dendrimer synthesis; CROSS-COUPLING REACTION; ROOM-TEMPERATURE; HYDROXYPHENYLBORONIC ACIDS; ORGANOBORON COMPOUNDS; COMPLEXES; FUNCTIONALIZATION; OLIGOARENES; ARENES; ESTERS; PINACOLBORANE;

D O I：

10.1016/j.jorganchem.2008.11.068

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

"Masked" areneboronic acids have been prepared by Ir-catalyzed C-H borylation of arenes. A [Ir(OMe)(cod)](2) complex with a DPPE ligand showed the highest catalytic activity in the C-H borylation of benzene at 80 degrees C. The reaction system can be applied to substituted arenes, including halogen-substituted arenes. 1,3-Dihalobenzenes undergo the C-H borylation at their 5-positions in a regioselective fashion, affording 3,5-dihaloareneboronic acid derivatives, which serve as useful coupling modules for the convergent dendrimer synthesis. (C) 2008 Elsevier B.V. All rights reserved.

引用

页码：1713 / 1717

页数：5

共 29 条

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