Ludchenko O. The halogenation аnd hydrohalogenation of N-substituted p-benzoquinonemonoimines.

The object of investigation is the N-arоyl-1,4-benzoquinonemonoimines and N-arоyl-4-amidophenoles alkylsubstituted in quinoid ring. The purpose of the thesis is the recognizing of the common rules of halogenation of N-arоyl-1,4-benzoquinonemonoimines and N-arоyl-4-aminophenoles alkylsubstituted in quinoid ring and the recognizing of the common rules of hydrohalogenation.The methods – the organics synthesis, the elements analyses, the infrared, NMR 1H, 13С spectroscopy and RSA. Novelty – the interaction of halogens with N-aroyl-1,4-benzoquinonemonoimines alkylsubstituted in quinoid ring have been investigated. The common rules of these reactions have been clearly recognized. For the first time the bromination of N-aroyl-1,4-benzoquinonemonoimines alkylsubstituted in quinoid ring gave 2-cyclohexen-1,4-diones with aroyloxi group, which was at sp3- hybridized carbon atom. The halogenation of N-aroyl(arylsulfonyl)-2,6-diizopropyl(ditert-butyl)-1,4-benzoquinonemonoimines gives the cyclohexene structure withaxial group i-Pr (t-Bu) at sp3-hybridized carbon atom. The halogena-tion of N-aroyl-1,4-benzoquinonemonoimines with alkyl constituents in quinoid ring leads to halogenation of methyl group. The replacement of one tert-butyl group by chlorine atom in quinoid ring was observed when the chlorination of N-aroyl-2,6-ditert-butyl-1,4-benzoquinonemonoimines was carried out.