Solvolysis of highly reactive phosphorus-sulphonic anhydrides. Stereochemical and chemical arguments for phosphathiacylium cation formation

Autor:	Z. Skrzypczynski
Rok vydání:	1990
Předmět:	chemistry.chemical_compound chemistry Nucleophile Phosphorus Organic Chemistry chemistry.chemical_element Solvolysis Reaction intermediate Physical and Theoretical Chemistry Optically active Photochemistry Anisole Medicinal chemistry
Zdroj:	Journal of Physical Organic Chemistry. 3:23-34
ISSN:	1099-1395 0894-3230
DOI:	10.1002/poc.610030106
Popis:	The stereochemistry and mechanism of solvolysis of optically active tert-butylphenylphosphinothioic-O-trifluoromethanesulphonate (1) in solvents of different ionizing power were studied. It was found that in solvents of high ionizing power and low nucleophilicity 1 ionizes with the formation of a phosphathiacylium cation (2) as the reaction intermediate. Product resulting from the reaction of 2 with anisole was isolated and characterized.
Databáze:	OpenAIRE
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