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Binol Based Chirality Conversion Reagents for Underivatized Amino Acids
Synthesis and Chemosensor Lab, Department of Chemistry, Karunya University, Coimbatore, India
College of Chemistry and Chemical Engineering, Liaoning Key Laboratory for the Synthesis and Application of Functional Compounds, Bohai University, Jinzhou, China
Synthesis and Chemosensor Lab, Department of Chemistry, Karunya University, Coimbatore, India
- 1 Synthesis and Chemosensor Lab, Department of Chemistry, Karunya University, Coimbatore, India
- 2 College of Chemistry and Chemical Engineering, Liaoning Key Laboratory for the Synthesis and Application of Functional Compounds, Bohai University, Jinzhou, China
- 3 Synthesis and Chemosensor Lab, Department of Chemistry, Karunya University, Coimbatore, India
International Journal of Organic Chemistry·Volume 04 (2014)·Pages 40–47·Published 28 February 2014·DOI10.4236/ijoc.2014.41006
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Abstract
Four binol based pyrrole carboxamide chiral receptors has been synthesized and effectively used as a Chirality Conversion Reagent (CCR) for underivatized amino acids. Three points of interactions take place for the conversion process. They are the reversible imine formation, the internal resonance assisted Hydrogen Bonding (RAHB) and the additional hydrogen bonds between the amino acids and the heterocylic moiety of the pendant groups. The conversion efficiency of all the receptors was found to be comparable with those of the receptors reported earlier.
KeywordsBinol Based ReceptorsChiral RecognitionAmino AcidsAmino AlcoholsChiral Inversion1H-NMR
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