Hexachlorocyclotriphosphazene (trimer; N3P3Cl6) is a renowned phosphorus-nitrogen compound that has a wide range utility for the syntheses of trimeric phosphazene derivatives. There are very limited number of phosphazene derivatives prepared by the reactions of trimer with bidentate ligands. The expected products to be obtained from the reactions of N3P3Cl6 with bidentate reagents are such as the spiro-, dispiro-, trispiro-, ansa-, spiro-ansa- and bino-phosphazene derivatives upon the reaction conditions. The spiro-products obtained with the diamines are the most favorable ones. In addition, the reactions of N3P3Cl6 with the excess amount of monodentate reagents gave the hexa-substituted phosphazene derivatives. In this study, the tetrachloro monospirophosphazenes (Figure 1) reacted with 1,4-dioxa-8-azaspiro[4,5]decane (DASD) and piperidine to give tetra-DASD- and tetrapiperidino compounds (Figure 2). The structures of the new six phosphazenes were determined using FTIR, MS, 1H, 13C{1H} and 31P{1H} NMR spectral data. The molecular and solid state structures of the two compounds were determined using X-ray crystallography. Besides, the antimicrobial activity against some G(+) and G(-) bacteria and fungi, and the DNA interactions of the partly and fully substituted phosphazenes were investigated. The cytotoxic activities of fully-substituted compounds against some cancer cells were investigated. It is considered that new cyclophosphazene compounds synthesized in this study will contribute to scientific accumulation and studies are being developed in this direction.

Synthesis, spectroscopic properties and biological activities of spiro-4-bromobenzylaminophosphazenes

255th National Meeting (2018)

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