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Optically pure 2-(quinolin-8-yloxy)cyclohexan-1-ol as a practical agent for molecular recognition by NMR and
Aditya N Khanvilkar1, Ashutosh V Bedekar
1Department of Chemistry, Faculty of Science, The Maharaja Sayajirao University of Baroda, Vadodara 390 002, India. avbedekar@yahoo.co.in.
Abstract:
Optically pure 2-(quinolin-8-yloxy)cyclohexan-1-ol 1, obtained via simple chemical and bio-catalytic steps, was used as a chiral solvating agent for molecular recognition of the enantiomers of acids. The discrimination of isomers was detected by NMR or fluorescence spectroscopy. Isomers of α-substituted carboxylic acids, phosphoric acids, unprotected amino acids and dipeptides were efficiently detected, while the method can be used for quantitative determination for practical applications. Analysis of the crystal of (R,R)-1 (R)-mandelic acid established a three point supramolecular interaction.
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