Bull. Russ. Acad. Sci. Div. Chem. Sci. (Engl. Transl.) p. 1094 - 1099 (1992)
Update date:2022-08-05
Topics:
Nikonov, G. N.
Karasik, A. A.
Arbuzov, B. A.
The reaction of bis(hydroxymethyl)phenylphosphine with isobutyl diphenylborate in the presence of triethylamine leads to the formation of triethylammonium 2,2,5-triphenyl-1,3,2,5-dioxaborataphosphorinane (1).The reaction of compound 1 with electrophilic reagents (O, S, Se, CH2O, RHal) leds to quaternization of the phosphorus atom, giving the corresponding phosphine oxides, sulfides, and selenides and P,B-containing betaines.In the reactions of compound 1 with amines aminomethylphosphines of the diazaphosphorinane and diazadiphosphacyclooctane series are formed.Ammonium 1,3,2,5-dioxaborataphosphorinanes dissociate in solution and enter into ion exchange with phosphonium iodides, leading to phosphonium 1,3,2,5-dioxaborataphosphorinanes.The latter, in the case of the aminomethylphosphonium cation, undergo intramolecular rearrangement with the formation of P,B-containing betaines and aminomethylphosphines. Keywords: Triethylammonium 2,2,5-triphenyl-1,3,2,5-dioxaborataphosphorinane, oxide, sulfide, aminomethylphosphine, ion exchange, triphenylmethylphosphonium 1,3,2,5-dioxaborataphosphorinane.
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Doi:10.1246/cl.1992.2385
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