The reactions of non-gem-hexanedioxytetrachlorocyclotriphosphazene with 2-(2-hydroxyethyl)thiophene, benzyl alcohol and 1,1,3,3-tetramethylguanidine. Spectroscopic studies of the derived products

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.