UNUSUAL FORMATION OF 5-HALO-2,2'-BIPYRIDYLS BY TREATMENT OF TRIS(2-PYRIDYL)PHOSPHINE DERIVATIVES WITH HALOGENS

被引：16

作者：

UCHIDA, Y ^{[1
]}

KAJITA, R ^{[1
]}

KAWASAKI, Y ^{[1
]}

OAE, S ^{[1
]}

机构：

[1] INST HETEROATOM CHEM,MIHARA,OSAKA 587,JAPAN

来源：

TETRAHEDRON LETTERS | 1995年 / 36卷 / 23期

关键词：

D O I：

10.1016/0040-4039(95)00719-S

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Reaction of tris(2-pyridyl)phosphine with chlorine in dichloromethane or acetonitrile gave chlorotris(2-pyridyl)phosphonium chloride which afforded a coupling product, 2,2'-bipyridyl, by treating with dilute HCl. Treatment of tris(2-pyridyl)phosphine or tris(2-pyridyl)phosphine oxide with chlorine or bromine in methanol gave unusual 5-halo-2,2'-bipyridyl as a major coupling product. This is undoubtedly an electrophilic substitution on a pyridyl ring in the pentacovalent phosphorane.

引用

页码：4077 / 4080

页数：4