Synthesis of P-isopropylacetonate-N-methyl-1,3,5-triaza-7-phosphaadamantane

Abstract A novel phosphine, p-isopropylacetonate N-methyl-1,3,5-triaza-7-phosphaadamantane, has been synthesized as a triflate salt from the reaction of 1,3,5-triaza-7-phosphaadamantane with methyl triflate in dry acetone in the presence of minimal amount of D₂O and triflic acid. The compound was characterized by NMR spectroscopy, IR spectroscopy, and mass spectrometry. It was crystallized as the triflate salt, [C₁₃H₂₆N₃OP]²⁺ 2[CF₃SO₃]^–, 1, with two molecules of anions, which was characterized by X-ray crystallography. The geometry about the phosphorus center has been found to be slightly distorted tetrahedral. The proposed mechanistic pathway for the formation of the compound 1 consists of formation of a condensation product, nucleophilic attack by phosphorus, and N-methylation.

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