Here are the results of electronic structure calculations on the enantiomers of 4-benzyl-2-oxazolidinone, together with the computed infra-red (IR) and vibrational cicular dichroism (VCD) spectra. The calculation summaries are the result of first optimizing the structures of the enantiomers at the HF/631-G(d) level and then performing a single-point calculation on each structure at the same level of theory.

The data illustrate a number of facts about enantiomers - they have the same energy, dipole moment and vibrational spectrum, but they do differ in the signs of their VCD spectral features. This difference can be used to determine the absolute configuration of a molecule by comparing the experimental VCD, if available, to calculations on the various isomeric forms.

 

R Form

S Form
 
 
Calculation Summary for R Form Calculation Summary for S Form

 

Vibrational Frequencies for R Form

 

Vibrational Frequencies for S Form

IR and VCD Spectra for R Form
IR and VCD Spectra for S form

 

 

 

 

 

 

 

Flick Coleman
Chemistry Department
Date Created: February 21, 2008
Last Modified: February 22, 2008
Expires: September 15, 2014
Copyright by William F Coleman 2008