N-halogeno-compounds. Part 9 [1]. Azoxy- and azo-arenes derived from 4-(dichloroamino)tetrafluoropyridine; crystal structure of trans-2,3,5,6-tetrafluoro-4-(2,4,6-trimethylphenyl-onn-azoxy)pyridine |
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Authors: | Ronald E. Banks Ismail M. Farhat Roy Fields Robin G. Pritchard Mohamad M. Saleh |
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Affiliation: | Chemistry Department, The University of Manchester Institute of Science and Technology, Manchester M60 1QD U.K. |
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Abstract: | The nitrosoarenes ArNO (Ar = C6H5, 2-MeC6H4, 2,4,6- Me3C6H2 and C6F5) have been condensed with 4-(dichloroamino)- tetrafluoropyridine to provide the azoxy-compounds pyFN()Ar (pyF = 2,3,5,6-tetrafluoro-4-pyridyl); de-oxygenation of the first three with triphenylphosphine or triethyl phosphite gave the corresponding azo-compounds, and the reverse reaction was achieved in the case of pyFNNC6H2Me3-2,4,6 using peroxytrifluoroacetic acid. Thermolysis of 4-azidotetrafluoropyridine in the presence of pentafluoronitrosobenzene provided the perfluorinated azoxy-compound pyFN()C6F5. X-Ray methods have been used to determine the molecular geometry of pyFN()C6H2Me3-2,4,6. |
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Keywords: | To whom enquiries should be addressed. |
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