PHOSPHORUS-FLUORINE CHEMISTRY PART XLII1. PYRROLE-SUBSTITUTED FLUOROPHOSPHORANES

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Abstract
The silylated compounds, N-trimethylsilyl-pyrrole, 1, N-trimethylsilyl-2-methylpyrrole, 2, and N-trimethylsilyl-2,5-dimethylpyrrole, 3, react with the fluorophosphoranes R n PF5-n (n = 0,1) to give N-substituted and C-2-substituted fluorophosphoranyl-pyrrole derivatives. The preparation of the corresponding difluorophosphoranyl-pyrrole compounds was carried out by the reaction of the lithium salts of the pyrroles with diphenyltrifluorophosphorane. N-substituted phenyldifluorophosphoranyl - bis(2,5-dimethylpyrrole), 13, was obtained from the reaction of phenyltetrafluorophosphorane with the lithium salt of 2,5-dimethylpyrrole, the reaction also producing the monosubstituted phenyltrifluorophosphoranyl-pyrrole derivative, 11. The N-bonded diphenyl-difluorophosphoranyl derivatives, 10 and 12, were found to rearrange thermally to give the corresponding C-bonded derivatives, 18 and 19. The structures of the compounds are deduced from 1H, 19F, 31P n.m.r. spectral data and infrared data. Mass spectral analysis was also employed for identifying the difluorophosphoranes.