Chiral discrimination of racemic 2-carboxy-2'-dodecyloxy-6-nitrobiphenyl by
aqueous micelles of sodium N-dodecanoyl-L-prolinate was observed by IH NMR
. 2D ROESY experiments show that the biphenylic system interacts preferenti
ally with one of the two domains respectively formed by the E and Z isomers
of sodium N-dodecanoyl-L-prolinate and that the biphenylic solute induces
larger and more rigid aggregates. An estimate of the rotational barrier of
the biphenylic system both in aggregating and in nonaggregating conditions
has been carried out by dynamic NMR, and results are in good agreement with
reported data obtained by racemization rates.