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Conformational Study by ESR. of Some Alkyl Substituted 6a-Thiathiophthene Radical Anions

✍ Scribed by Fabian Gerson; Josef Heinzer; Madeleine Stavaux

Publisher
John Wiley and Sons
Year
1973
Tongue
German
Weight
444 KB
Volume
56
Category
Article
ISSN
0018-019X

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✦ Synopsis

Abstract

ESR. data are reported for the radical anions (II^⊖^ to VI^⊖^) of five alkyl substituted 6a‐thiathiophthenes. Rates and activation parameters for the inversion of the 3,4‐trimethylene chain in IV^⊖^, V^⊖^ and VI^⊖^ have been obtained by means of an iterative least squares computer program ESRCEX. Preferential conformations of the alkyl substituents are discussed in terms of the 〈cos^2^θ〉 dependence of the β‐proton coupling constants and with the aid of molecular models. Experimental evidence strongly suggests that the partial rotation of the ethyl and isopropyl groups in V^⊖^ and VI^⊖^ is correlated with the inversion of the 3,4‐trimethylene chain.

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