Conformational Study by ESR. of Some Alkyl Substituted 6a‐Thiathiophthene Radical Anions | Zendy

Gerson Fabian | Zendy; Heinzer Josef | Zendy; Stavaux Madeleine | Zendy

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

Author(s) -

Gerson Fabian,

Heinzer Josef,

Stavaux Madeleine

Publication year - 1973

Publication title -

helvetica chimica acta

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.74

H-Index - 82

eISSN - 1522-2675

pISSN - 0018-019X

DOI - 10.1002/hlca.19730560604

Subject(s) - chemistry , isopropyl , alkyl , coupling constant , crystallography , conformational isomerism , medicinal chemistry , stereochemistry , computational chemistry , molecule , organic chemistry , physics , particle physics

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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