Conformational Analysis of Di-tertiary Amine in Aprotic Solvent by Dielectrometric Titration. II. Conformation of l-Sparteine-p-tert-butylbenzenesulfonate in Dioxane

概要

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l-Sparteine was titrated with p-tert-butylbenzenesulfonic acid in dioxane at room temperature and the N-formed titration curve was obtained. The moment angle between two ion-pairs of l-sparteine-disulfonate calculated from the titration curve was found to be 138°10', which differed much from the value of 93°02' calculated from the conformation of free l-sparteine determined by Bohlmann, et al. But our optical rotatory dispersion study of the solution in the titration process proved that nearly 100% inversion occurred in A-ring when l-sparteine-monosulfonate became its disulfonate by the titration. The moment angle of new conformation was calculated as 139°44'which was in good agreement with the observed value of 138°10'.
社団法人日本薬学会の論文
1975-04-25