Organomercury compounds XX Reactions of lithium polyfluorobenzenesulphinates with mercuric salts

R. J. Bertino, B. A.W. Coller, G. B. Deacon, I. K. Johnson

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The lithium polyfluorobenzenesulphinates, Li O2SR (R = C6F5, p-HC6F4, m-HC6F4, or o-HC6F4), and the dilithium tetrafluorobenzenedisulphinates, p- and o-(LiO2S)2C6F4, have been prepared by reaction of the appropriate polyfluoroaryllithium compounds with sulphur dioxide. All compounds were isolated as hydrates and gave the corresponding S-benzylthiouronium salts on treatment with S-benzylthiouronium chloride. From reactions of the lithium sulphinates with suitable mercuric salts in water, generally at room temperature, the derivatives RHgX (R = C6F5, X = Cl, Br, CH3CO2, or PhSO2; R = p-HC6F4, X = Cl, Br, or CH3CO2; R = m-HC6F4, X = Cl or Br; R = o-HC6F4, X = Cl), p-(XHg)2C6F4 (X = Cl, Br, or CH3CO2), and o-(XHg)2C6X4 (X = Cl or Br) have been prepared. Similarly, the bispolyfluorophenylmercurials R2Hg (R = C6F5, p-HC6F4, or m-HC6F4) have been prepared from the corresponding lithium sulphinates and either mercuric salts or polyfluorophenylmercuric halides in aqueous t-butanol. A possible mechanism for the sulphur dioxide elimination reactions is discussed.

Original languageEnglish
Pages (from-to)335-357
Number of pages23
JournalJournal of Fluorine Chemistry
Issue number4
Publication statusPublished - 1 Jan 1975

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