Conclusions
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1.
Depending on the size of the alkyl groups, the reaction of tetraphenylphosphonium chloride with a lithium dialkylamide can proceed in two directions to give 9-phenyl-9-phosphafluorene (I) and benzene, or triphenylphosphine and the dialkylaniline.
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2.
Lithium monoalkylamides react with tetraphenylphosphonium chloride to give (also depending on the size of the substituents) either N-alkyltriphenylphosphines or phosphine (I).
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3.
A general scheme was proposed for these reactions, which specifies the formation of the charge-transfer complex or pentacovalent phosphorus compounds.
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 2, pp. 398–402, February, 1975.
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Rebrova, O.A., Nesmeyanov, N.A., Mikul'shina, V.V. et al. Reaction of tetraphenylphosphonium chloride with lithium amides. Russ Chem Bull 24, 326–329 (1975). https://doi.org/10.1007/BF00925779
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DOI: https://doi.org/10.1007/BF00925779