Determination of Enantiomeric Excess in Samples of Chiral Molecules Using Fourier Transform Vibrational Circular Dichroism Spectroscopy:  Simulation of Real-Time Reaction Monitoring

2004 ◽  
Vol 76 (23) ◽  
pp. 6956-6966 ◽  
Author(s):  
Changning Guo ◽  
Rekha D. Shah ◽  
Rina K. Dukor ◽  
Xiaolin Cao ◽  
Teresa B. Freedman ◽  
...  
2005 ◽  
Vol 59 (9) ◽  
pp. 1114-1124 ◽  
Author(s):  
Changning Guo ◽  
Rekha D. Shah ◽  
Rina K. Dukor ◽  
Xiaolin Cao ◽  
Teresa B. Freedman ◽  
...  

The first use of near-infrared (NIR) Fourier transform vibrational circular dichroism (FT-VCD) to follow changes in the enantiomeric excess (EE) of chiral sample molecules in time using a flow-cell sampling apparatus is reported. Simultaneous changes in the fractional composition and the EE of a mixture of two different chiral molecules were monitored as a function of time. This simulates the progress of the chemical reaction from a chiral reactant to a chiral product where the mole fractions and EE values of both species may change with time. For the molecules studied, α-pinene, camphor, and borneol, the accuracy of following EE changes for one species alone is approximately 2%, while for simultaneously following EE changes in two species it is approximately 3% for 30 min sampling periods at 16 cm−1 spectral resolution. These findings demonstrate the potential for VCD to be used in the NIR region for real-time monitoring of the composition and %EE of chemical reactions involving the synthesis of chiral molecules.


1990 ◽  
Vol 44 (2) ◽  
pp. 235-238 ◽  
Author(s):  
Kevin M. Spencer ◽  
Steven J. Cianciosi ◽  
John E. Baldwin ◽  
Teresa B. Freedman ◽  
Laurence A. Nafie

2012 ◽  
Vol 134 (9) ◽  
pp. 4398-4407 ◽  
Author(s):  
Justin M. Dragna ◽  
Gennaro Pescitelli ◽  
Lee Tran ◽  
Vincent M. Lynch ◽  
Eric V. Anslyn ◽  
...  

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