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Evaluating Binol-Aldehyde as a Chiral Derivatizing Agent for Diamines

Rohan Ravindranath, Soon Mog So and Jik Chin
Affiliation: 
Department of Chemistry, University of Toronto, 80, St. George str., Toronto, Ontario M5S 3H6, Canada; jchin@chem.utoronto.ca
DOI: 
https://doi.org/10.23939/chcht09.04.417
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Keywords:

Abstract: 
We have synthesized and tested a new binol-aldehyde compound 1, against five diamine compounds. Using 1H NMR (400 MHz) spectroscopy, stable diasteriomeric imine complexes between 1 and five diamines were formed. Chemical shift nonequivalences (up to 0.058 ppm) were obtained for imines. Linear calibration plot was obtained for determining the enantiopurity of diamines.
References: 

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