Synthesis and structural characterization of N,N-spiro cyclotriphosphazene derivatives with one stereogenic center

Abstract

In this study, N,N-spiro cyclotriphosphazene derivatives (1a–4a) with one stereogenic center were synthesized in two steps. Firstly; mono substituted phosphazene compounds [N₃P₃Cl₅NHC₆H₅ (1), N₃P₃Cl₅OC₅H₄N (2), N₃P₃Cl₅OC₆H₂-Me-2,4,6 (3), N₃P₃Cl₅OC₆H₂-Bu^t-2-Me-4 (4)] were prepared. Secondly, these compounds (1–4) were allowed to react with symmetrical difunctional reagent N,N′-diisopropylpropane-1,3-diamine to obtain cyclotriphosphazenes having one stereogenic center. The reaction of N₃P₃Cl₅XAr (1–4) with N,N′-diisopropylpropane-1,3-diamine was carried out in dichloromethane. Four new N,N-spiro phosphazene compounds (1a–4a) which have one stereogenic center were obtained from these reactions. The structures of these compounds were characterized by ¹H, ¹³C and ³¹P NMR spectrometry and elemental analyses.

Graphical Abstract

Keywords:

• Phosphazenes
• spiro phosphazenes
• N,N′-diisopropylpropane-1,3-diamine
• hexachlorocyclotriphosphazatriene
• stereogenic center
• N,N-spiro