Abstract
The kinetics and mechanism of the reactions of diarylthallium, trifluoroacetates with molecular iodine in dioxane solutions have been studied. The reaction has the overall second order with the first order with respect to each reagent. The effect of substituents in the aromatic ring on the rate constant of iodination is described by the equation logk 2ρσ+(ρ=-1.60, r=0.97). The reaction is catalyzed by the iodide ion. The activation enthalpies and entropies of iodination of diarylthallium trifluoroacetates in dioxane and di(p-anisyl)thallium trifluoroacetate in various solvents have been calculated. The effect of solvents on the rate constant of iodination of di(p-anisyl)thallium trifluoroacetate has been studied. The reaction mechanism is considered as an electrophilicS EC process.
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Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 3, pp. 451–455, March, 1999.
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Gun'kin, I.F., Butin, K.P. The reactivity of organothallium compounds. Kinetics and mechanism of iodination of diarylthallium salts by molecular iodine in dioxane. Russ Chem Bull 48, 448–452 (1999). https://doi.org/10.1007/BF02496159
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DOI: https://doi.org/10.1007/BF02496159