Phosphines, methyltrioxorhenium

Miscellaneous Reactions of Phosphines.- The basicities of a series of bidentate phosphines have been determined by a study of their enthalpies of protonation with trifluoromethanesulphonic acid in 1,2-dichloroethane. Ring-opening of sultones via nucleophilic attack by nitrogen occurs on treatment with tri-(2-pyridyl)phosphine, with the formation of the water-soluble phosphine systems (91). A novel aldehyde-olefination procedure is afforded by the reactions of aldehydes, diazomethanes, and tertiary phosphines in the presence of a catalytic amount of the powerful Lewis acid methyltrioxorhenium. Attempts to prepare carboxyphenylphosphines by the ring metallation of triphenylphosphine followed by... 

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