Phosphine- and Phosphite-Mediated Difluorocarbene Exchange Reactions of (Bromodifluoromethyl)phosphonium Salts. Evidence for Facile Dissociation of (Difluoromethylene)triphenylphosphorane

DOI: 10.1021/jo00168a068

Source and publish data:

Journal of Organic Chemistry p. 3616 - 3618 (1983)

Update date:2022-08-02

Topics:

Authors:

Burton, Donald J.

Naae, Douglas, G.

Flynn, Richard M.

Smart, Bruce E.

Brittelli, David R.

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Article abstract of DOI:10.1021/jo00168a068

(Bromodifluoromethyl)triphenylphosphonium bromide undergoes facile exchange of the bromodifluoromethyl group with tertiary phosphine and trialkyl phosphite.A mechanism that involves formation of the difluoromethylene ylide and dissociation of the ylide into difluorocarbene and triphenylphosphine is proposed to account for the observed exchange process.

Full text of DOI:10.1021/jo00168a068

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