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Paper | Regular issue | Vol 75, No. 3, 2008, pp.635-643
Published online, 14th December, 2007
DOI: 10.3987/COM-07-11251
Synthesis and Characterization of Some Tetracyclic Spermine Derivatives of Cyclotriphosphazene: The First Examples of Dispiransa Derivatives

Gönül Yenilmez Çiftçi,* Esra Tanriverdi, and Yunus Zorlu

*Department of Chemistry, Gebze Institute of Technology, Gebze 41400, Kocaeli, Turkey

Abstract

The synthesis and characterization is reported of a series of dispiransa cyclophosphazene derivatives based on the known compound N3P3X2[HN(CH2)3N(CH2)4N(CH2)3NH], (2) (where X = Cl), to give a number of new compounds (3a-g) in which X = Ph, PhS, PhNH, PhO, MeO, EtO, CF3CH2O, respectively. Two synthetic routes were utilized: (i) reaction of spermine with the appropriate disubstituted cyclophosphazenes (1) to give compounds (3a-c) and (ii) using the chloro-precursor (2) in nucleophilic substitution reactions with nucleophiles to give compounds (3d-g). The structures of the compounds were determined by elemental analysis, mass spectrometry, 1H and 31P NMR spectrocsopy.