Abstract
Abstract Aside from racemization and direct solvolysis of halogenophosphonates, nucleophilic assistance by dimethylformamide, hexamethylphosphotriamide, N-methylimidazole, pyridine or triethylphosphite in wet solvents brings about P[sbnd]O[sbnd]P bond formation. The nucleophiles are not directly involved in the chemical reaction. The oxygen atom originates from H2O. The reaction does not nevertheless take place via consecutive coupling reaction between preliminary formed phosphonic acid and a second molecule of phosphonic chloride. As proposed in the case of activated racemization and hydrolysis of halogenophosphonates, the mechanistic pathway envisaged involves nucleophilic assistance to dimerization, prior to hydrolysis. In the course of the dynamic stereochemical study of alkyl chloro phenylphosphonates or alkyl chloro phenylthiophosphonates in the presence of nucleophilic agents (dimethylformamide (DMF), hexamethylphosphotriamide (HMPT), N-methylimidazole (NMI), pyridine or triethylphosphite), we have...
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