Synthesis and characterization of cyclotriphosphazene derivatives bearing azole groups

Abstract

A series of new cyclophosphazene derivatives were obtained from the reactions of morpholino or propandioxy derivatives of cyclotriphosphazenes with imidazole, benzimidazole and pyrazole. Reported compounds [N3P3Cl5(NC4H8O)] (1), cis-[N3P3Cl4(NC4H8O)(2)] (2), trans-[N3P3Cl4(NC4H8O)(2)] (3), trans[N3P3(NC4H8O)(2)(R)(4)] [R = imidazole (4); benzimidazole (5); pyrazole (6)], spiro-[N3P3(OC3H6O)(R)(4)] [R = imidazole (8); benzimidazole (9); pyrazole (10)] were characterized using spectroscopic methods, elemental analysis and X-ray crystallography. Stereogenic properties of compounds having chiral centers were discussed. The physicochemical parameters and the toxicity risk assessment of the synthesized compounds were estimated using Molinspiration and Osiris property calculation methods. (C) 2016 Elsevier Ltd. All rights reserved.