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Interaction between the carbonyl group and a sulphur atom. Part VI. Some 3-thiacycloalkanones

1975; Royal Society of Chemistry; Issue: 12 Linguagem: Inglês

10.1039/p29750001294

2050-8239

Bernadette T. Buzzi, Paulo R. Olivato, Roberto Rittner, Constantino Trufen, Hans Viertler, Blanka Wladislaw,

Organic Chemistry Cycloaddition Reactions

The u.v. and carbonyl i.r. absorptions for some 3-thiacycloalkanones, and the equilibrium constants for association complexes which they form with p-chlorophenol as measured by n.m.r. spectroscopy, suggest excited and groundstate interactions between sulphur and the carbonyl group. The data indicate that these interactions are different from those of the transannular type, described previously for 5-thiacyclo-octanone, and now shown to occur also in cyclohex-3-enone, but similar to those in the corresponding open-chain keto-sulphides.