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Resonance Assisted Hydrogen Bonding: Enantioselective Recognition of 1,2-Amino Alcohols by Chiral Binol based Receptors

Submission Date :
2 / 12 / 2008 , 11 : 07 : 19
Abstract Number :
101021208648
Presenting Type:
Poster Presentation
Presenting Area :
유기화학
Authors :
RajuNandhakumar, 김지영1, 박현정1, 김관묵
이화여자대학교 화학과,
1이화여자대학교 나노과학부,
Assigned Code :
32P165포 Assigend Code Guideline
Presenting Time :
금 <발표Ⅴ>
Chiral discrimination of 1,2-amino alcohols by molecular receptors needs much attention because of their importance as vital intermediates for establishing a wide spectrum of biologically active molecules and also as ligands for stereoselective catalysts. Over the years, based on non-covalent interactions there have been numerous publications on developing receptors for amino alcohols. We designed and synthesized Chiral Binol based receptors, which can discriminate various 1,2-amino alcohols by Reversible Imine formation with Resonance Assisted Hydrogen Bonding. One imine bond (Covalent Interaction), one resonance assisted hydrogen bond to the imine nitrogen and two hydrogen bonds to the alcoholic oxygen play an important role in the stereoselective recognition.. The synthetic details of these receptors and the recognition properties will be presented