Abstract: | A number of tertiary aza-9-fluorenols were obtained from 4- and 2-azafluofenones and were subjected to dehydration in order to synthesize the previously unknown 9-methyleneazafluorenes. The corresponding 9-methyleneazafluorenes and their polymers were obtained simultaneously in relatively stable form from both pyridine-ring-substituted and -unsubstituted 4-aza-9-fluorenols and from 1,3-diphenyl-2-aza-9-fluorenol. On the basis of an analysis of the mass spectrum of the polymer obtained from 9-methylene-4-azafluorene it was concluded that it is evidently isolated in the form of two dimers — dispiro bis (4-aza-9-fluorene)-1, 3-cyclobutane] and the analogous product of dispiro addition with a 1,2-substituted cyclobutane ring. Condensation of the corresponding azafluorenes with benzaldehyde gave their 9-benzylidene derivatives in the form of geometrical isomers, the structures of which were established on the basis of the PMR spectra.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 9, pp. 1234–1240, September, 1978. |