Control of a Chiral Property of a Calix[3]aramide: The Racemization Suppressed by Intramolecular Cyclic Hydrogen Bonds and DMSO–H<sub>2</sub>O System-Induced Spontaneous Resolution


A calix[3]­aramide has been synthesized bearing three triphenylphosphinic amide moieties, which formed intramolecular cyclic hydrogen bonds that suppressed its <i>cone</i>/<i>partial cone</i> inversion. The intramolecular cyclic hydrogen bonds were disrupted by DMSO, and the insertion of H<sub>2</sub>O into the hydrogen bonds triggered the spontaneous resolution of the calix[3]­aramide. Within a chiral environment, such as that afforded by the presence of optically active 2-butanol, the calix[3]­aramide underwent a symmetry breaking crystallization process

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oaioai:figshare.com:article/2142943Last time updated on 2/12/2018

This paper was published in FigShare.

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