Organophosphazenes. 21. The Synthesis of (alpha-Methylethenyl)-phenylfluorocyclotriphosphazenes.

Abstract

The reactions of m and p - (alpha-Methylethenyl) phenyllithium with hexafluoro-cyclotriphosphazene, N3P3F6, lead to the formation of the series of (alpha-methylethenyl) phenylfluorocyclotriphosphazenes, N3P3Fy-n (C6H4C(CH3)=CH2)n (n=1,2). At the bis stage of substitution both the geminal and non-geminal derivatives are obtained with the cis non-germinal species predominating. The cis to trans ratio is dependent on the position (m vs p) of the alpha-methylethenyl substituent on the phenyl ring. A model for the observed stereochemistry of the reaction is presented. The new compounds were characterized by mass spectrometry along with NMR (1H, 13C, 19F, 31P) and IR spectroscopy. Examination of the 13C NMR spectra shows the modification in the phenyl charge distribution induced by the fluorophosphazene moiety.

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Document Details

Document Type
Technical Report
Publication Date
Oct 03, 1986
Accession Number
ADA173641

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  • Christopher W. Allen
  • Jonathan C. Shaw

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  • University of Vermont

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