Phosphazenes. 4. Synthesis and Spectral Characteristics of a Series of 1-Aryl-1-alkyltetrachlorocyclotriphosphazenes

Article abstract of DOI:10.1021/jo00177a002

A new series of 1-aryl-1-alkyltetrachlorocyclotriphosphazenes has been synthesized.These compounds, which contain various substituents in the meta and para positions of the aryl group, have been characterized by infrared and NMR (1H, 13C, 19F, and 31P) spectroscopy and mass spectrometry.The 1H and 13C NMR spectra can be used to obtain a value for the Hammett ?_para parameter of 0.63 for the N3P3Cl4CH3 group, while 19F NMR can be used to obtain Taft reactivity parameters of ?_I = 0.48 and ?_R = 0.16.These values are very similar to those found for a cyano group, and the similarity of the electron-withdrawing power between the N3P3Cl4CH3 and cyano groups is confirmed by a study of the ultraviolet spectra of the new aryl compounds.