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Single-, double- and triple-bridged derivatives of cyclotriphosphazenes with an octafluorohexane-1,6-diol

By S. Beşli, Simon J. Coles, David B. Davies, A.O. Erkovan, Michael B. Hursthouse and A. Kiliç


Reaction of hexachlorocyclotriphosphazene, N3P3Cl6 (1), with the sodium derivative of the fluorinated diol, 2,2,3,3,4,4,5,5-octafluorohexane-1,6-diol, (2), in THF solution at room temperature afforded five products, whose structures have been characterised by 1H, 19F and 31P NMR spectroscopy: the mono-ansa compound N3P3Cl4[OCH2(CF2)4CH2O] (3); the single-bridged compound N3P3Cl5[OCH2(CF2)4CH2O]N3P3Cl5 (4), two double-bridged compounds N3P3Cl4(OCH2(CF2)4CH2O)2N3P3Cl4, (5-anti, 5-syn) and the triple-bridged compound N3P3Cl3(OCH2(CF2)4CH2O)3N3P3Cl3 (6). X-ray crystallographic studies confirmed the structures of the ansa compound (3), the double-bridged compound (5-anti) and the first example of a triple-bridged cyclotriphosphazene derivative (6). The results were also compared with those for reactions of (1) with analogous fluorinated shorter diols (1,4-butane- and 1,5-pentane-diols). It is found that on increasing the chain length of the diol, there is a decrease in the relative proportion of intramolecular reactions giving spiro and ansa derivatives and an increase in the amount of bridged cyclophosphazene derivatives via intermolecular reactions

Topics: bcs
Publisher: Elsevier
Year: 2009
DOI identifier: 10.1016/j.poly.2009.07.042
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