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- Title
(Perhalogenmethylthio)heterocyclen. X. Säurekatalysierte Substitutionen an (Perchlorfluormethylthio)pyrrolen und deren agrobiologische Wirkung.
- Authors
Dorn, Silvia; Eggenberg, Peter; Gerstenberger, Michael R. C.; Haas, Alois; Niemann, Ulrich; Zobrist, Peter
- Abstract
(Perhalomethylthio)heterocycles. X . Acid-catalyzed substitutions on (perchlorofluoromethylthio)pyrroles and their agro-biological activities In the presence of C4F9SO3H the (perhalomethylthio)pyrroles 1a-c react with Cl3−nFnCSCl (n = 1-3) to give mixtures of the 2,5- and 2,4-disubstituted pyrroles 2a-f and 3a-h. 2a and 3a react with CF3SCl (catalyst CF3SO3H) yielding 2,3,5-tris (trifloromethylthio)pyrrole ( 4a), which under similar conditions reacts further to give 2,3,4,5-tetrakis (trifluoromethylthio)pyrrole ( 5). As a by-product during the conversion of 3a to 4a 2,3,4-tris (trifluoromethylthio)pyrrole ( 4b) is formed. The pyrroles 2a, 4a and 5 form the mercury salts 6a-c; compound 5 yields also a silver salt 7. The 1H- and 19F-NMR. spectra are discussed and the agro-biological properties of the compounds investigated.
- Publication
Helvetica Chimica Acta, 1979, Vol 62, Issue 5, p1442
- ISSN
0018-019X
- Publication type
Article
- DOI
10.1002/hlca.19790620508