Add time:07/19/2019         Source:sciencedirect.com

DIETHYLPHENYLPHOSPHINE (cas 1605-53-4) reacts with p-chloranil at a carbon atom and forms a trichloroquinone-C-phosphonium chloride. Triphenylphosphine reacts with chloranil at an oxygen atom and forms an O-phosphonium-phenoxide dipolar-ion. Possible reasons for this difference are discussed. The trichloroquinone-phosphonium chloride serves as starting material for a new type of stable, coloured phosphorus ylide: dichloro- and hydroxychloro-quinoneoxyphosphonium betaines and quinone-bisoxyphosphonium dibetaines. IR and UV spectra and pK-values are given. The P31 NMR shifts of these and of other stable P-ylides are given.

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