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Abstract
Reactions of non-gem-hexanedioxytetrachlorocyclotriphosphazene (1) with monofunctional nucleophilic reagents, 2-(2-hydroxyethyl)thiophene (2), benzyl alcohol (3) and 1,1,3,3-tetramethylguanidine (4) were investigated. The reactions, using an excess of NaH, in THF solutions, under refluxing conditions and with 1:2 mole ratios allow the synthesis of the following novel cyclotriphosphazene derivatives: 2,4-dichloro-2,4-(hexane-1,6-dioxy)-6,6-[2-(2-ethoxy)hiophene]-cyclotriphosphazatriene, N3P3Cl2[O(CH2)6O-(C6H8OS)2] (5); 2,4-(hexane-1,6-dioxy)-2,4,6,6-[2-(2-ethoxy) thiophene]-cyclotriphosphazatriene, N3P3[O(CH2)6O-(C6H8OS)4] (6); 2,4-dichloro-2,4-(hexane-1,6-dioxy)-6,6-(methoxybenzene)-cyclotriphosphazatriene, N3P3Cl2[O(CH2)6O-(C6H5CH2O)2] (7); 2,4-(hexane-1,6-dioxy)-2,4,6,6-(methoxybenzene)-cyclotriphosphazatriene, N3P3[O(CH2)6O-(C6H5CH2O)4] (8); and 2,4-dichloro-2,4-(hexane-1,6-dioxy)-6,6-(1,1,3,3-tetramethyguanidine)-cyclotriphosphazatriene, N3P3Cl2[O(CH2)6O-HN-CN2(CH3)4] (9). The structures of the synthesized compounds (5–9) have been characterized by elemental analysis, TLC-MS, 1H, 13C and 31P {+1H} and {−1H} NMR spectral data.
Graphical Abstract
Acknowlegements
We are indebted to the School of Chemistry/Southampton University for providing a fully facilitated academic visitor’s research placement and for obtaining spectroscopic data. The authors would also like to extend their thanks to Dr Pushpak Mizar for providing a great opportunity to obtain the NMR data. Finally, the authors wish to express gratitude to Dr S. Lee for his financial support for purchasing some chemicals, helpful suggestions and insight during their research studies.