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Enantioselective recognition of 1,2-aminoalcohols by the binol receptor dangled with pyrrole-2-carboxamide and its analogues
Authors:Raju Nandhakumar  Jooyeon Hong  Kwan Mook Kim
Affiliation:a Bio-Chiral Lab, Department of Chemistry and Nano Sciences, Ewha Womans University, Seoul 120-750, Republic of Korea
b Department of Chemistry, Sookmyung Women's University, Seoul 140-742, Republic of Korea
Abstract:Novel binol receptor with pyrrole-2-carboxamide moiety and its analogues have been designed, synthesized, and used to enantioselectively recognize 1,2-aminoalcohols via multiple hydrogen bonding. The pyrrole-based binol receptor showed the highest enantioselectivity among the four receptors as determined by the 1H NMR. The DFT calculation strongly supports complementary hydrogen bonding between alcoholic -OH and pyrrolyl groups.
Keywords:Enantioselective recognition   Aminoalcohol   Pyrrole-2-carboxamide
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