ABSTRACT

These equilibria are fast on the NMR time-scale, and result in a single, timeaveraged spectrum. The diastereomeric complexes generally exhibit differences in the chemical shifts of the resonances of some of the protons or carbons of the sub­ strate that are in close proximity to the LSR. Reasons for these chemical shift dif­ ferences include possible geometry differences of the two diastereomeric complexes, and different binding constants due to unequal equilibrium constants (ATr , Ks), with the larger equilibrium constant leading to the larger binding con­ stant and concomitant larger chemical shifts. In general, the closer the chiral cen­ ter is to the functionality that complexes to the shift reagent, the greater the chances are for a successful resolution of diastereomeric complexes. Do realize that in practice not all the resonances in a pair of enantiomers will separate out. All that needs to be achieved, however, is adequate separation of any one signal such that accurate integration of the separated signals is possible.