Electronic stricture and reactivity of phenyl and pentafluorophenylsubstituted N,N-dichloroamides and -amines

G. N. Dolenko, A. V. Zibarev, S. A. Krupoder, L. N. Mazalov, O. Ch Poleshchuk, G. G. Furin, G. F. Khudorozhko, G. G. Yakobson

    Research output: Contribution to journalArticle

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    Abstract

    The charge distribution in the polyfluoroaromatic N,N-dichloroamides and -amines and their hydrocarbon analogues has been established from the X-ray fluorescent ClKα- and SKα-spectra and X-ray photoelectron spectra of chlorine, sulphur and nitrogen in comparoson with data obtained from NQR 35Cl frequencies and semiempirical calculations by CNDO/2. The action of sulphur and selenium on the N,N-dichloroamides of pentafluorobenzenesulphonic acid and pentafluorobenzoic acid leads to the corresponding S,S-dichlorosulphimines and Se,Se-dichloroselenoimines respectively. The polyfluoroaromatic N,N-dichloroamimes have been found to form polyfluorinated trans-azobenzenes under the same conditions. The mechanism of these reactions has been discussed.

    Original languageEnglish
    Pages (from-to)1-14
    Number of pages14
    JournalJournal of Fluorine Chemistry
    Volume17
    Issue number1
    DOIs
    Publication statusPublished - 1981

    Fingerprint

    Sulfur
    Amines
    amines
    Pathologic Constriction
    sulfur
    reactivity
    X-Rays
    X rays
    acids
    Azobenzene
    Acids
    acid
    Chlorine
    Charge distribution
    Selenium
    Hydrocarbons
    Photoelectrons
    selenium
    electronics
    charge distribution

    ASJC Scopus subject areas

    • Inorganic Chemistry
    • Organic Chemistry
    • Materials Chemistry
    • Polymers and Plastics

    Cite this

    Dolenko, G. N., Zibarev, A. V., Krupoder, S. A., Mazalov, L. N., Poleshchuk, O. C., Furin, G. G., ... Yakobson, G. G. (1981). Electronic stricture and reactivity of phenyl and pentafluorophenylsubstituted N,N-dichloroamides and -amines. Journal of Fluorine Chemistry, 17(1), 1-14. https://doi.org/10.1016/S0022-1139(00)85246-X

    Electronic stricture and reactivity of phenyl and pentafluorophenylsubstituted N,N-dichloroamides and -amines. / Dolenko, G. N.; Zibarev, A. V.; Krupoder, S. A.; Mazalov, L. N.; Poleshchuk, O. Ch; Furin, G. G.; Khudorozhko, G. F.; Yakobson, G. G.

    In: Journal of Fluorine Chemistry, Vol. 17, No. 1, 1981, p. 1-14.

    Research output: Contribution to journalArticle

    Dolenko, GN, Zibarev, AV, Krupoder, SA, Mazalov, LN, Poleshchuk, OC, Furin, GG, Khudorozhko, GF & Yakobson, GG 1981, 'Electronic stricture and reactivity of phenyl and pentafluorophenylsubstituted N,N-dichloroamides and -amines', Journal of Fluorine Chemistry, vol. 17, no. 1, pp. 1-14. https://doi.org/10.1016/S0022-1139(00)85246-X
    Dolenko, G. N. ; Zibarev, A. V. ; Krupoder, S. A. ; Mazalov, L. N. ; Poleshchuk, O. Ch ; Furin, G. G. ; Khudorozhko, G. F. ; Yakobson, G. G. / Electronic stricture and reactivity of phenyl and pentafluorophenylsubstituted N,N-dichloroamides and -amines. In: Journal of Fluorine Chemistry. 1981 ; Vol. 17, No. 1. pp. 1-14.
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    abstract = "The charge distribution in the polyfluoroaromatic N,N-dichloroamides and -amines and their hydrocarbon analogues has been established from the X-ray fluorescent ClKα- and SKα-spectra and X-ray photoelectron spectra of chlorine, sulphur and nitrogen in comparoson with data obtained from NQR 35Cl frequencies and semiempirical calculations by CNDO/2. The action of sulphur and selenium on the N,N-dichloroamides of pentafluorobenzenesulphonic acid and pentafluorobenzoic acid leads to the corresponding S,S-dichlorosulphimines and Se,Se-dichloroselenoimines respectively. The polyfluoroaromatic N,N-dichloroamimes have been found to form polyfluorinated trans-azobenzenes under the same conditions. The mechanism of these reactions has been discussed.",
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    AU - Krupoder, S. A.

    AU - Mazalov, L. N.

    AU - Poleshchuk, O. Ch

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    AB - The charge distribution in the polyfluoroaromatic N,N-dichloroamides and -amines and their hydrocarbon analogues has been established from the X-ray fluorescent ClKα- and SKα-spectra and X-ray photoelectron spectra of chlorine, sulphur and nitrogen in comparoson with data obtained from NQR 35Cl frequencies and semiempirical calculations by CNDO/2. The action of sulphur and selenium on the N,N-dichloroamides of pentafluorobenzenesulphonic acid and pentafluorobenzoic acid leads to the corresponding S,S-dichlorosulphimines and Se,Se-dichloroselenoimines respectively. The polyfluoroaromatic N,N-dichloroamimes have been found to form polyfluorinated trans-azobenzenes under the same conditions. The mechanism of these reactions has been discussed.

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