76165-53-2Relevant articles and documents
Reaction of N-Arylsulfonyl-p-quinonimines and semiquinoid structures produced therefrom with Bis(p-dimethylaminophenyl)phosphinite
Avdeenko
, p. 1182 - 1190 (2007/10/03)
N-Arylsulfonyl-1,4-benzoquinonemonoimines react with bis(N-dimethylaminophenyl)phosphinite in keeping with the character and position of substituents in the quinoid ring along 1,4-, 6,1-, or 1,2-addition way; N-arylsulfonyl-1,4-naphthoquinonemonoimines react along 1,4-, 6,1-, 1,2-, or 6,3-addition. Semiquinoid polyhalostructures generated therefrom react similarly to the corresponding quinonimines possessing several chlorine substituents in the quinoid ring. N,N-Diarylsulfonyl-1,4-benzoquinonediimines with no substituents in the ring yield with bis(p-dimethylaminophenyl)phosphinite 1,4-addition products. Along a competing reaction quinonediimine is reduced to the corresponding phenylenediamine. With the tetrachloro substituted in the ring 1,4-benzoquinonediimine and the corresponding semiquinoid derivative only reduction is observed.
Some Reactions of 3,6-Bis(arylsulfonylimino)-1,2,4,4,5,5-hexachlorocyclohexenes
Avdeenko, A. P.,Yusina, A. L.
, p. 696 - 699 (2007/10/03)
Reduction of 3,6-bis(arylsulfonylimino)-1,2,4,4,5,5-hexachlorocyclohexenes with Zn in CH3COOH or Na2S2O4 results in elimination of two chlorine atoms to give a benzoid structure.A similar effect is produced by dialkyl hydrogen phosphites.Reactions of the title compounds with methanol and primary aromatic amines result in 1,2-addition.Treatment with secondary amines leads to nucleophilic substitution of chlorine at the sp2-hybridized carbon atom.Reactions with trimethylsilyl dialkyl phosphites proceed in two directions: elimination of two chlorine atoms and 1,6-addition followed by hydrolysis of the intermediate adduct.
QUINONE IMINES AND QUINONOID MACROCYCLES IV. INVESTIGATIONS OF THE ELECTRON-ACCEPTOR PROPERTIES OF N,N'-DIBENZOYL- AND N,N'-BIS(ORGANOSULFONYL)-p-BENZOQUINONE DIIMINE DERIVATIVES
Lokmane, E. Ya.,Sarul', E. A.,Sekatsis, I. P.,Freimanis, Ya. F.,Liepin'sh, E. E.
, p. 1502 - 1507 (2007/10/02)
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