Abstract

E-mail: rajunandha@gmail.comReceived January 29, 2011, Accepted February 15, 2011Novel binol-based uryl and guanidinium receptors having higher ring conjugation at the periphery of thehydrogen bonding donor sites have been synthesized and utilized to study the enantioselective recognition of1,2-aminoalcohols and chirality conversion of natural amino acids via imine bond formation. There is aremarkable decrease in the stereoselectivites as the conjugation increases at the periphery of hydrogen bondingdonor sites. The guanidinium-based receptors show more selectivity towards the amino alcohol than that of theuryl based ones due to its charge reinforced hydrogen bonds. The conversion efficiency of

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