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
收藏
页码：4077 / 4080
页数：4
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