EPR-investigations of radicals derived from diethyl lodomethylphosphonate in solid and liquid state

被引:5
作者
Bialas, T [1 ]
Szadowiak, A [1 ]
Balczewski, P [1 ]
机构
[1] Polish Acad Sci, Ctr Mol & Macromol Studies, PL-90363 Lodz, Poland
关键词
D O I
10.1002/hc.10225
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A selective homolysis of the C-I bond in diethyl iodomethylphosphonate to give the diethoxyphosphorylmethyl radical (EtO)(2)P(O)CH2. was observed in EPR spectra upon gamma-irradiation and UV-vis photolysis. Analysis of stability of this radical was also investigated to show disappearance of EPR signals above 170-190 K. An attempt to observe this radical during the reaction with AIBN as an initiator failed. (C) 2004 Wiley Periodicals, Inc.
引用
收藏
页码:127 / 130
页数:4
相关论文
共 11 条
[1]  
AYSCOUGH PB, 1967, ELECT SPIN RESONANCE, P324
[2]  
BABAN JA, 1979, CHEM COMMUN, V8, P373
[3]  
BABAN JA, 1981, J CHEM SOC P2, V1, P161
[4]   Phosphorus containing radicals, part VIII.: Iodine atom transfer addition reaction of 1-iodoalkyl phosphonates to alkenes in the presence of α,α′-azoisobutyronitrile (AIBN):: mechanistic aspects [J].
Balczewski, P ;
Mikolajczyk, M .
NEW JOURNAL OF CHEMISTRY, 2001, 25 (04) :659-663
[5]   A free radical approach to functionalization of phosphonates utilizing novel 2- and 3-phosphonyl radicals. [J].
Balczewski, P ;
Pietrzykowski, WM .
TETRAHEDRON, 1996, 52 (43) :13681-13694
[6]   Phosphorus containing radicals. Part IX - A novel synthesis of diethyl 3-iodoalkyl- and 3-iodoalkenylphosphonates via the iodine atom transfer addition reaction [J].
Balczewski, P ;
Bialas, T ;
Mikolajczyk, M .
TETRAHEDRON LETTERS, 2000, 41 (19) :3687-3690
[7]   A new, effective approach for the C-C bond formation utilizing 1-, 2- and 3-phosphonyl substituted radicals derived from iodoalkylphosphonates and n-Bu3SnH/Et3B/O-2 system [J].
Balczewski, P ;
Pietrzykowski, WM .
TETRAHEDRON, 1997, 53 (21) :7291-7304
[8]   UNSTABLE INTERMEDIATES .122. ELECTRON-SPIN RESONANCE STUDIES OF RADICALS FROM IRRADIATED TRIMETHYLPHOSPHINE OXIDE - ME2PO RADICAL [J].
BEGUM, A ;
SYMONS, MCR .
JOURNAL OF THE CHEMICAL SOCIETY-FARADAY TRANSACTIONS II, 1973, 69 (01) :43-48
[9]   ESR-SPECTRA OF X-IRRADIATED METHYLENE DIPHOSPHONIC ACID .1. CARBON-CENTERED RADICALS [J].
GEOFFROY, M ;
GINET, L ;
LUCKEN, EAC .
MOLECULAR PHYSICS, 1974, 28 (05) :1289-1295
[10]  
HUAIYU S, 1989, RADIAT PHYS CHEM, V33, P585