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
Abstract
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- Dataset
- Dataset
- Biophysics
- Biochemistry
- Medicine
- Cell Biology
- Genetics
- Molecular Biology
- Pharmacology
- Biotechnology
- Evolutionary Biology
- Developmental Biology
- Cancer
- Chemical Sciences not elsewhere classified
- H 2O
- calix
- crystallization process
- hydrogen bonds
- Chiral Property
- intramolecular cyclic hydrogen bonds
- chiral environment
- triphenylphosphinic amide moieties
- Racemization Suppressed
- Intramolecular Cyclic Hydrogen Bonds
- DMSO