Abstract
Abstract The absolute configuration of endo-3-benzamidonorborn-5-ene-2-carboxylic acid was determined by X-ray single crystal analysis of the diastereomeric salt with cis-2-(benzylamino)cyclohexylmethanol. It was demonstrated that the CH–π interaction between the vinylic hydrogen atom of the acid and the aromatic ring of the amine worked as an additional interaction for the stabilization of the structure formed by the hydrogen bond network. The chiral recognition ability was studied using a 1H NMR titration technique and the intermolecular interactions were discussed based on the results of its saturated counterpart, endo-3-benzamidonorbornane-2-carboxylic acid.
Published Version
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