Evaluating Binol-Aldehyde as a Chiral Derivatizing Agent for Diamines

https://doi.org/10.23939/chcht09.04.417
Received: May 07, 2015
Revised: August 23, 2015
Accepted: September 12, 2015
Authors: 

Rohan Ravindranath, Soon Mog So and Jik Chin

Department of Chemistry, University of Toronto, 80, St. George str., Toronto, Ontario M5S 3H6, Canada; jchin@chem.utoronto.ca

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.

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