Substituent and solvent effects on the reactions of organoboronic acids with fluoride

被引：20
|
作者：
Yuchi, A
Tatebe, A
Kani, S
James, TD
机构：
[1] Nagoya Inst Technol, Dept Appl Chem, Showa Ku, Nagoya, Aichi 4668555, Japan
[2] Univ Birmingham, Sch Chem, Birmingham B15 2TT, W Midlands, England
来源：
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN | 2001年 / 74卷 / 03期
关键词：
Electron-withdrawing substituents;
D O I：
10.1246/bcsj.74.509
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
The introduction of an electron-withdrawing substituent or a substituent protonated to be positively charged and potentially involved in hydrogen bonding enhances the reactivities of phenylboronic acids with fluoride. The use of a 60% aqueous MeOH medium suppresses the formation of the negatively charged species, irrespective of whether their structures are trigonal or tetrahedral, but enhances the overall reactivity because of less solvation of fluoride.
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页码：509 / 510
页数：2
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