REACTIVITY OF THE ACIDS OF TRIVALENT PHOSPHORUS AND THEIR DERIVATIVES.3. THE P-O- IONS IN REACTION WITH ACTIVATED ALKYL BROMIDES - ATTACK ON BROMINE VS ELECTRON-TRANSFER

Authors
DEMBKOWSKI L RACHON J
Citation
L. Dembkowski et J. Rachon, REACTIVITY OF THE ACIDS OF TRIVALENT PHOSPHORUS AND THEIR DERIVATIVES.3. THE P-O- IONS IN REACTION WITH ACTIVATED ALKYL BROMIDES - ATTACK ON BROMINE VS ELECTRON-TRANSFER, Phosphorus, sulfur and silicon and the related elements, 91(1-4), 1994, pp. 251-262
Citations number
46
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Phosphorus, sulfur and silicon and the related elements → ACNP
ISSN journal
10426507
Volume
91
Issue
1-4
Year of publication
1994
Pages
251 - 262
Database
ISI
SICI code
1042-6507(1994)91:1-4<251:ROTAOT>2.0.ZU;2-4
Abstract
The mechanism of reductive debromination in the course of the reaction of sodium dialkyl (diaryl) phosphites as well as the sodium salt of d ibenzylphosphine oxide with activated alkyl bromides in THF has been i nvestigated. Probable mechanisms namely SET and X-philic substitution are discussed. The cyclopropyl system was chosen for the study of this reaction. The results of the carried out experiments (unrearranged pr oducts, no influence of light) suggest that the cyclopropyl radical in termediate (if it is formed) does not participate in the product-deter mining step of the reductive debromination under the action of the >P- O(-)ions.