22227-10-7Relevant academic research and scientific papers
SILICON-PHOSPHORUS ANALOGIES. RATE CONTROLLING FACTORS IN SN2(P) REACTIONS. INFLUENCE OF THE NUCLEOPHILE FOR A GIVEN STEREOCHEMISTRY.
Corriu, Robert J.P.,Lanneau, Gerard F.,Leclercq, Dominique
, p. 4323 - 4326 (1983)
SN2(P) reactions of chlorophosphates, which take place with inversion of configuration, are higly dependent upon the nature of the nucleophile.On the contrary, exocyclic substitutions of five-membered ring chlorophosphates with retention show a marked kinetic levelling effect.
SILICON-PHOSPHORUS ANALOGIES. NUCLEOPHILIC CATALYSIS IN THE ALCOHOLYSIS OF CHLOROPHOSPHORUS DERIVATIVES
Corriu, Robert J. P.,Lanneau, Gerard F.,Leclercq, Dominique
, p. 1959 - 1974 (2007/10/02)
The mechanism of the alcoholysis of chlorophosphonates and chlorophosphates in presence of nucleophilic catalysts like hexamethylphosphotriamide, pyridine and N-methylimidazole is discussed on the basis of kinetic and stereochemical results.We have proposed a mechanism for the reaction, which is governed by entropy, involving reaction of the alcohol with a pentacoordinated intermediate.This accounts for the differences in the stereochemical outcome and the rate equation which can be derived for the reaction with a variety of substrates in addition to the absence of common ion + solvent effects observed.
