Phosphines aryldichloro

N.q.r. studies of chlorine compounds have included aryldichloro-phosphines. 

A reaction of red phosphorus with arylhalides (chlorobenzene) in phosphorus trichloride and in the presence of a variety of catalysts has been reported to provide moderate yields of the aryldichloro-phosphine.38 No reaction occurs in the absence of the catalysts, and a free radical mechanism is presumed to be involved. 

Later it was found that the chlorophosphonium tetrafluoroborates formed by the reaction of the diazonium salts can be reduced to chlorophosphines by magnesium or aluminum. In this way phosphorus trichloride yields aryldichloro-phosphines,348,349 and the latter yield diarylchlorophosphines 349 yields are of the same order as on hydrolytic working up. 

Potassium fluorosulfinate, KSO2F, reacts with alkyl- or aryldichloro-phosphines to form phosphonic acid fluorides RPOF2 and phosphono-thioic acid fluorides RPSF2 rather than the desired difluorophosphine... 

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