Nucleophilic substitution reactions of monofunctional nucleophilic reagents with cyclotriphosphazenes containing 2,2-dioxybiphenyl units

Abstract

The nucleophilic substitution reactions of mono- and bis-spiro-2,2′-dioxybiphenyl cyclotriphosphazenes (3and 4) with cyclopropanemethylamine (5) and aniline (6) were performed in the presence of trimethylamine in THF.Five novel cyclopropanemethylamino- and anilino-substituted spiro-2,2′-dioxybiphenyl cyclotriphosphazene derivatives(7–11) were obtained from these reactions. The molecular structures of the new cyclotriphosphazene derivatives (7–11) were characterized by elemental analysis, MALDI-TOF MS, FT-IR, and NMR ( 31P and 1 H) spectroscopies. Thestructure of the spiro-(2,2′-dioxybiphenyl)-bis-(anilino)-cyclotriphosphazene (11) was also determined by single-crystalX-ray crystallography.