Metal-Free Selective Borylation of Arenes by a Diazadiborinine via C-H/C-F Bond Activation and Dearomatization

被引：30

作者：

Su, Yuanting ^{[1
]}

Do, Dinh Cao Huan ^{[1
]}

Li, Yongxin ^{[1
]}

Kinjo, Rei ^{[1
]}

机构：

[1] Nanyang Technol Univ, Sch Phys & Math Sci, Div Chem & Biol Chem, Singapore 637371, Singapore

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2019年 / 141卷 / 35期

关键词：

PHOTOINDUCED BORYLATION; ADDITIVE-FREE; B(CN)(3)(2-);

D O I：

10.1021/jacs.9b06022

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A newly developed annulated 5-chlorinated 1,3,2,5-diazadiborinine derivative (4) selectively activates a C-H bond of benzene (C6H6) and 1,3-di(trifluoromethyl)benzene, as well as a C-F bond in partially fluorinated arenes, to furnish borylation products under catalyst-, metal-, and irradiation-free conditions. Moreover, 4 readily undergoes a reversible dearomative coupling reaction with polycyclic aromatic hydrocarbons to afford diboration products. The latter represents the first reversible intermolecular dearomative diboration of arenes.

引用

页码：13729 / 13733

页数：5

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