The synthesis and characterization of 4-isopropylanilino derivatives of cyclotriphosphazene

Abstract Hexachlorocyclotriphosphazene N 3 P 3 Cl 6 and gem-disubstituted cyclotriphosphazene derivatives N 3 P 3 Cl 4 X 2 (X = Ph, PhS, PhNH) were reacted with 4-isopropylaniline to give geminal tetra and hexa substituted compounds ( 1a – 4a , 1b – 4b ). The compounds ( 1a – 4a , 1b – 4b ) were separated by column chromatography on silica gel and analyzed by elemental analysis, mass spectrometry, and 31 P and 1 H NMR spectroscopies, and also crystal structures of 2a and 3b were determined by X-ray crystallography. Compounds were prepared to cover the normal ranges of C-, S- and N-substituents in cyclophosphazene (X = Cl, Ph, SPh, NHPh). Compounds ( 1a – 4a , 1b – 4b ) were reported for the first time. We additionally investigated the effect of substituent (Cl, Ph, SPh, NHPh) on 31 P NMR chemical shifts of neighboring phosphorus atoms.