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

共 50 条

[21] RUTHENIUM(II) COMPLEXES OF THE C-3 LIGANDS TRIS(2-PYRIDYL)AMINE, TRIS(2-PYRIDYL)METHANE, AND TRIS(2-PYRIDYL)PHOSPHINE .1. SYNTHESIS AND X-RAY STRUCTURAL STUDIES OF THE BIS(LIGAND) COMPLEXES
KEENE, FR
SNOW, MR
STEPHENSON, PJ
TIEKINK, ERT
INORGANIC CHEMISTRY, 1988, 27 (12) : 2040 - 2045
[22] Unexpected N,N′-coordination of tris(2-pyridyl)phosphine chalcogenides to PdCl2
Artem'ev, Alexander V.
Gusarova, Nina K.
Malysheva, Svetlana F.
Belogorlova, Nataliya A.
Kazheva, Olga N.
Alexandrov, Grigorii G.
Dyaehenko, Oleg A.
Trofimov, Boris A.
MENDELEEV COMMUNICATIONS, 2015, 25 (03) : 196 - 198
[23] Activity of several ruthenium tris(2-pyridyl)phosphine complexes as water oxidation catalysts
Wilkinson, Lawson
Kassel, William
Bezpalko, Mark
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2018, 256
[24] Lanthanide(III) Complexes Based on Tris(2-pyridyl)phosphine Oxide: First Examples
Bryleva, Yu. A.
Glinskaya, L. A.
Yzhikova, K. M.
Artem'ev, A. V.
Rakhmanova, M. I.
Baranov, A. Yu.
RUSSIAN JOURNAL OF COORDINATION CHEMISTRY, 2024, 50 (09) : 745 - 756
[25] Structure of Tris[2-(4-pyridyl)ethyl]phosphine, Tris[2-(2-pyridyl)ethyl]phosphine, and Their Chalcogenides in Solution: Dipole Moments, IR Spectroscopy, and DFT Study
Kuznetsova, Anastasiia A.
Chachkov, Denis V.
Belogorlova, Natalia A.
Malysheva, Svetlana F.
Vereshchagina, Yana A.
MOLECULES, 2024, 29 (01):
[26] PYRIDINE-DERIVATIVES AS COMPLEXING AGENTS .11. THERMODYNAMICS OF METAL-COMPLEX FORMATION WITH BIS[(2-PYRIDYL)METHYL]-AMINE, TRIS[(2-PYRIDYL)METHYL]-AMINE AND TETRAKIS[(2-PYRIDYL)METHYL]-AMINE
ANDEREGG, G
HUBMANN, E
PODDER, NG
WENK, F
HELVETICA CHIMICA ACTA, 1977, 60 (01) : 123 - 140
[27] Stabilization of cobalt(I) by the tripodal ligands tris(2-pyridyl)methane and tris(2-pyridyl)phosphine. Structural, spectroscopic and ab initio studies of the [CoL(2)](n+) species
Adam, KR
Anderson, PA
Astley, T
Atkinson, IM
Charnock, JM
Garner, CD
Gulbis, JM
Hambley, TW
Hitchman, MA
Keene, FR
Tiekink, ERT
JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 1997, (04): : 519 - 530
[28] Photoredox reactions of tris(2,2′-bipyrazine)-, tris(2,2′-bipyrimidine)- and tris(2,3-bis[2-pyridyl]pyrazine)ruthenium(II) cations with phenolate ions in aqueous acetonitrile
Thanasekaran, P
Rajagopal, S
Srinivasan, C
JOURNAL OF THE CHEMICAL SOCIETY-FARADAY TRANSACTIONS, 1998, 94 (22): : 3339 - 3344
[29] DERIVATIVES OF TRIS(2,2'-BIPYRIDINE)RUTHENIUM(II) WITH PENDANT PYRIDYL OR PHENOL LIGANDS
HAYES, MA
MECKEL, C
SCHATZ, E
WARD, MD
JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 1992, (04): : 703 - 708
[30] MASS-SPECTRAL FRAGMENTATION PATTERN OF 2,2'-BIPYRIDYLS .10. TRANS-1,2-DI-(2-PYRIDYL)ETHYLENE
KEATS, NG
SUMMERS, LA
JOURNAL OF HETEROCYCLIC CHEMISTRY, 1977, 14 (04) : 557 - 559

← 1 2 3 4 5 →