Abstract
The diarylketiminodiphenylmethyl chlorides Ph2C:NCClPh2 and p-tolyl2C:NCClPh2 have been prepared from Ph2CCl2 and R2C:NLi in benzene. Reactions, normally in toluene, between these chlorides and the Lewis acids BCl3, AlCl3, and SbCl5 have been used to prepare the dialkylideneammonium salts Ph2C:N:CPh2 + MXn (MXn = BCl4 , AlCl4 , or SbCl6 ) and p-tolyl2C:N:CPh2 + SbCl6 , the ionic structures of which are supported by their electrical conductivities in nitrobenzene, and also by a band in their i.r. spectra centred at 1845 cm.–1, assigned to ν(C:N:C). The ion Ph2C:N:CPh2 + also features prominently in the mass spectrum of Ph2C:NCClPh2. Unsuccessful attempts to prepare the tetraphenylborate Ph2C:N:CPh2 + BPh4 from Ph2C:NCClPh2+ NaBPh4, and from Ph2C:NH2 +Cl+ NaBPh4+ Ph2C:Y (Y = O or NH) are described. Ph2C:NH2 + Cl and NaBPh4 in boiling toluene gave Ph2C:NBPh2. Ph2CCl2 and 2Ph2C:NLi in boiling toluene gave (Ph2C:N)2CPh2.

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