A DFT Study on the Mechanism of Nitrogen-directed Intramolecular Aromatic Borylation: C-H Bond Activation or Friedel-Crafts Reaction?

被引：15

作者：

Wang, Dong-Yu ^{[1
]}

Minami, Hiroki ^{[1
]}

Wang, Chao ^{[1
,2
,3
]}

Uchiyama, Masanobu ^{[1
,2
,3
]}

机构：

[1] Univ Tokyo, Grad Sch Pharmaceut Sci, Bunkyo Ku, Tokyo 1130033, Japan

[2] RIKEN, Ctr Sustainable Resource Sci, Adv Elements Chem Res Team, Wako, Saitama 3510198, Japan

[3] RIKEN, Elements Chem Lab, Wako, Saitama 3510198, Japan

来源：

CHEMISTRY LETTERS | 2015年 / 44卷 / 10期

关键词：

CROSS-COUPLING REACTIONS; ORGANOBORON COMPOUNDS; CATALYZED BORYLATION; ARYL HALIDES; LEWIS-ACID; BORENIUM; DIBORON; GENERATION; COMPLEXES; BORONIUM;

D O I：

10.1246/cl.150522

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Density functional theory (DFT) calculations of nitrogen-directed intramolecular electrophilic borylation reaction of arenes, which is widely used for construction of functional molecules, indicate that the reaction proceeds through an intramolecular Friedel Crafts route, rather than through C-H insertion, and the reactivity difference between BCl3 and BBr3 is due to the higher electronegativity of Cl.

引用

页码：1380 / 1382

页数：3

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