SYNTHESIS AND PROPERTIES OF TRIETHYLAMMONIUM 2,2,5-TRIPHENYL-1,3,2,5-DIOXABORATAPHOSPHORINANE

Article abstract of DOI:10.1007/BF00866594

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.