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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Updated: April 30, 2018 — 4:20 am