The effects of fluorine substitution on the 35Cl NQR spectra of fluoroaromatic compounds containing element-chlorine bonds

G. G. Furin, O. Ch Poleshchuk, G. G. Yakobson

    Research output: Contribution to journalArticle

    3 Citations (Scopus)

    Abstract

    The 35Cl NQR spectra of pentafluorosubstituted derivatives of benzene C6F5X (X = NPCl3, CONPCl3, SO2NPCl3, NCCl2, SCl, COCl, SO2NCl2, CONCl2, PCl2, SO2Cl) and phosphazocompounds (dimers, [RNPCl3]2; R = C6F5, C6H5, 2,3,5,6-tetrafluoropyridyl) have been recorded and interpreted. On passing from phenyl to pentafluorophenyl derivatives, the 35Cl NQR frequencies increased. The influence of the relative numbers and positions of the fluorine atoms in the benzene ring on the 35Cl NQR frequencies of fluoro-containing benzoyl chlorides has been discussed. The results are explained in terms of charge alteration on chlorine under the influence of the aromatic fluorine atoms. A linear correlation has been found between 35Cl NQR frequencies of pentafluorophenyl derivatives and those of their hydrocarbon analogues. A relationship between elecronegativity of the element and the ionic character of the element-chlorine bond has been revealed. The reactivities of pentafluorophenyl and phenyl derivatives containing element-chlorine bonds have been predicted using the νCl values.

    Original languageEnglish
    Pages (from-to)427-436
    Number of pages10
    JournalJournal of Fluorine Chemistry
    Volume35
    Issue number3
    DOIs
    Publication statusPublished - 1987

    Fingerprint

    Fluorine
    Chlorine
    fluorine
    chlorine
    substitution
    Substitution reactions
    substitutes
    Derivatives
    benzene
    Benzene Derivatives
    Benzene
    Atoms
    Hydrocarbons
    Dimers
    atoms
    reactivity
    hydrocarbons
    chlorides
    dimers
    chloride

    ASJC Scopus subject areas

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

    Cite this

    The effects of fluorine substitution on the 35Cl NQR spectra of fluoroaromatic compounds containing element-chlorine bonds. / Furin, G. G.; Poleshchuk, O. Ch; Yakobson, G. G.

    In: Journal of Fluorine Chemistry, Vol. 35, No. 3, 1987, p. 427-436.

    Research output: Contribution to journalArticle

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    abstract = "The 35Cl NQR spectra of pentafluorosubstituted derivatives of benzene C6F5X (X = NPCl3, CONPCl3, SO2NPCl3, NCCl2, SCl, COCl, SO2NCl2, CONCl2, PCl2, SO2Cl) and phosphazocompounds (dimers, [RNPCl3]2; R = C6F5, C6H5, 2,3,5,6-tetrafluoropyridyl) have been recorded and interpreted. On passing from phenyl to pentafluorophenyl derivatives, the 35Cl NQR frequencies increased. The influence of the relative numbers and positions of the fluorine atoms in the benzene ring on the 35Cl NQR frequencies of fluoro-containing benzoyl chlorides has been discussed. The results are explained in terms of charge alteration on chlorine under the influence of the aromatic fluorine atoms. A linear correlation has been found between 35Cl NQR frequencies of pentafluorophenyl derivatives and those of their hydrocarbon analogues. A relationship between elecronegativity of the element and the ionic character of the element-chlorine bond has been revealed. The reactivities of pentafluorophenyl and phenyl derivatives containing element-chlorine bonds have been predicted using the νCl values.",
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    AB - The 35Cl NQR spectra of pentafluorosubstituted derivatives of benzene C6F5X (X = NPCl3, CONPCl3, SO2NPCl3, NCCl2, SCl, COCl, SO2NCl2, CONCl2, PCl2, SO2Cl) and phosphazocompounds (dimers, [RNPCl3]2; R = C6F5, C6H5, 2,3,5,6-tetrafluoropyridyl) have been recorded and interpreted. On passing from phenyl to pentafluorophenyl derivatives, the 35Cl NQR frequencies increased. The influence of the relative numbers and positions of the fluorine atoms in the benzene ring on the 35Cl NQR frequencies of fluoro-containing benzoyl chlorides has been discussed. The results are explained in terms of charge alteration on chlorine under the influence of the aromatic fluorine atoms. A linear correlation has been found between 35Cl NQR frequencies of pentafluorophenyl derivatives and those of their hydrocarbon analogues. A relationship between elecronegativity of the element and the ionic character of the element-chlorine bond has been revealed. The reactivities of pentafluorophenyl and phenyl derivatives containing element-chlorine bonds have been predicted using the νCl values.

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