0000000000347351
AUTHOR
J. B. Kyzioł
Bimolecular reduction of 9-alkyl-3-nitrocarbazoles
AbstractReduction of 9-alkyl-3-nitrocarbazoles (Ia–Ie) with lithium aluminium hydride gave corresponding 9,9′-dialkyl-3,3′-azocarbazoles (IIa–IIe) in moderate yield. By the action of zinc dust in alcohol and aqueous alkali on I or II, 5,13-dialkyldiindolo[3,2-a,d]phenazines (IIIa–IIId) were obtained. Parent compounds, viz. 3,3′-azocarbazole (IIf) and diindolo[3,2-a,d]phenazine (IIIf) could not be obtained in these ways. Compound IIf was obtained in Vorländer reaction and IIIf by thermal decomposition of 3-azidocarbazole. Formation of IIIa–IIId is explained as a result of ortho-benzidine rearrangement of hypothetical 9,9′-dialkyl-3,3′-hydrazocarbazoles.
Poly(N-vinylhalogenocarbazole). II. On the synthesis of some 1,3,6,8-tetrahalogenovinylcarbazoles
This paper presents results of a research program in which several vinyl carbazole polymers containing chlorine and bromine atoms in their molecules were polymerized and characterized by IR spectroscopy and thermoanalysis. The compounds were synthesized by reacting 2-chloroethanol benzenesulfonate with the appropriate halogenocarbazoles (Clemo-Perkin method) obtaining in this way some halogen derivatives of 9-(2-chloroethyl)carbazole; these derivatives following dehydrochlorination produced relevant vinyl derivatives. Results are evaluated in terms of reaction mechanisms and molecular structures of polymers synthesized.