<p>Convenient syntheses of functionalized PCH<sub>2</sub>N-containing mono-, bis-, and tris-(spirophosphoranylmethyl)amines and analogous amino acids based on hydrospirophosphoranes of the 1,4,6,9-tetraoxa-5λ<sup>5</sup>-phosphaspiro[4.4]nonane type using mono-, bis-, and tris-aminomethylating agents have been developed. Transesterification of diethyl esters of N,N-disubstituted aminomethylphosphonous acids with ethylene glycol is accompanied by a redox process and furnishes aminomethylspirophosphoranes. The target compounds are of interest as biologically active substances, polydentate chelating ligands, and also as promising monomers for the synthesis of phosphorus-containing polymers.</p>

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Synthesis of functionalized mono-, bis-, and tris(spirophosphoranyl) amines and amino acids

  • Yu. N. Bubnov,
  • A. A. Prishchenko,
  • M. V. Livantsov,
  • O. P. Novikova,
  • L. I. Livantsova,
  • S. V. Baranin

摘要

Convenient syntheses of functionalized PCH2N-containing mono-, bis-, and tris-(spirophosphoranylmethyl)amines and analogous amino acids based on hydrospirophosphoranes of the 1,4,6,9-tetraoxa-5λ5-phosphaspiro[4.4]nonane type using mono-, bis-, and tris-aminomethylating agents have been developed. Transesterification of diethyl esters of N,N-disubstituted aminomethylphosphonous acids with ethylene glycol is accompanied by a redox process and furnishes aminomethylspirophosphoranes. The target compounds are of interest as biologically active substances, polydentate chelating ligands, and also as promising monomers for the synthesis of phosphorus-containing polymers.