Study of exchange processes in organometallic derivatives [Hg, Sn, Pb, Sb(III), Sb(V)] of certain thiophenols by the PMR method
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Exchange reactions of diphenylantimony 2,6-dimethylthiophenolate with thiophenol and its (C6H5)3Sn- and C6H5Hg-derivatives in chlorobenzene and the exchange of tetraphenylantimony 2-methylthiophenolate with 2-methylthiophenol and its C6H5Hg-, (C6H5)3Sn-, and (C6H5)3Pb-derivatives in chloroform were studied.
The migration ability of organometallic groups of the RnM type in derivatives of thiophenols in chlorobenzene and chloroform increases in the series: (C6H5)3Sn < (C6H5)3Pb ≈ (C6H5)2Sb < C6H5Hg < (C6H5)4Sb.
The position of the exchange equilibria of tetraphenylantimony 2-methylthiophenolate with substituted tetraphenyltin thiophenolate depends greatly on the polar and steric effects of the substituents in the thiophenol ring.
The (C6H5)4SbS group possesses greater space requirements than the (C6H5)3SnS, C6H5HgS, (C6H5)3PbS, and (C6H5)2SbS groups in uncoupled interactions with the o-CH3 group.
KeywordsChloroform Exchange Reaction Exchange Process Great Space Chlorobenzene
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