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References (8)
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Polar effects on the addition of alkyl radicals to diethyl vinylphosphonateJournal of The Chemical Society, Chemical Communications
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A new, effective approach for the CC bond formation utilizing 1-,2- and 3-phosphonyl substituted radicals derived from iodoalkylphosphonates and n-Bu3SnH/Et3B/O2 systemTetrahedron, 53
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A novel synthesis of diethyl 3-iodoalkyl- and 3-iodoalkenylphosphonates via the iodine atom transfer addition reaction†Tetrahedron Letters, 41
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A free radical approach to functionalization of phosphonates utilizing novel 2- and 3-phosphonyl radicalsTetrahedron, 52
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P. Bałczewski, M. Mikołajczyk (2001)
Iodine atom transfer addition reaction of 1-iodoalkyl phosphonates to alkenes in the presence of α,α′-azoisobutyronitrile (AIBN): mechanistic aspectsNew Journal of Chemistry, 25
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- Publisher
- Wiley
- Copyright
- Copyright © 2004 Wiley Periodicals, Inc.
- ISSN
- 1042-7163
- eISSN
- 1098-1071
- DOI
- 10.1002/hc.10225
- Publisher site
- See Article on Publisher Site
Abstract
A selective homolysis of the CI bond in diethyl iodomethylphosphonate to give the diethoxyphosphorylmethyl radical (EtO)2P(O)CH2· was observed in EPR spectra upon γ‐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. © 2004 Wiley Periodicals, Inc. Heteroatom Chem 15:127–130, 2004; Published online in Wiley InterScience (www.interscience.wiley.com). DOI 10.1002/hc.10225
Journal
Heteroatom Chemistry – Wiley
Published: Jan 1, 2004