Anion radicals of nitrobenzene with substituents containing fluoroalkyl groups

Polenov, E. A.; Shapiro, B. I.; Yagupol’skii, L. M.

doi:10.1007/bf00744555

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Aldehydes1

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1972

1974

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Cited by 2 publications

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“…The effect of F was noted in studies with --0« 4 02 and p-RX-CeH4NC>2, where R is a fluorinated alkyl group and X is a heteroatom (740) with nitroaromatic compounds containing difluoromethylene groups (739). Mechanistic studies were reported for p-dinitrobenzene in which azoxy derivatives were identified as intermediates (340), for 2-nitroand 2,2'-dinitro-biphenyl (774), and for the six-electron reduction of 5-nitrofurylidenhydrazones (862).…”

Section: Aldehydesmentioning

confidence: 95%

Organic polarography

Pietrzyk¹

1972

Anal. Chem.

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Section: Aldehydesmentioning

confidence: 95%

Organic polarography

Pietrzyk¹

1972

Anal. Chem.

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Electrochemical reduction of arenesulfonyl cyanides

Meer

Spaans

Thijsse

1974

Recl. Trav. Chim. Pays‐Bas

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Abstract. Benzenesulfony 1 cyanide and six pora-substitution products were reduced electrochemically at a dropping mercury cathode, in DMF as solvent. A linear Hammett relation between the half-wave potentials of the first reduction wave and the 0,-values was observed. This suggests the reduction mechanism being andlogous for all molecules studied. The half-wave potentials could not be correlated with the electron affinities of these molecules, since for all compounds the first reduction wave is irreversible, due to the formation of mercurous intermediates. Performing electrochemical reduction within the ESR cavity spectra were obtained in some cases. For p-cyanobenzenesulfonyl and p-nitrobenzenesulfonyi cyanides these ESR spectra could be analysed and were assigned to the p-cyanobenzenesulfonyl and p-nitrobenzenesulfonyl dianion radicals, respectively. Prolonged reduction ofp-nitrobenzenesulfonyl cyanide in DMF yields two additional ESR spectra, which could be assigned to the p-nitrobenzenesulfinyl and p-nitrobenzenesulfenyl dianions. So the SO, group is reduced selectively in presence of the NO, group.

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Anion radicals of nitrobenzene with substituents containing fluoroalkyl groups

Cited by 2 publications

References 5 publications

Organic polarography

Organic polarography

Electrochemical reduction of arenesulfonyl cyanides

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