Abstract
AbstractThe concentration dependence of the 1H and 13C NMR chemical shifts in D2O and in CDCl3 solutions were determined for (±)‐α‐phenylethylamine (I). Aqueous solutions of (−)‐I and (+)‐I, 50% enantiomerically enriched in (−)‐ and (±)‐2, 2, 2,‐trifluoro‐1‐phenylethanol and the (+)‐ and (−)‐N‐formyl derivatives of I, were also studied. 1H nuclear Overhauser enhancements were used to check the conformations of the solutes at various concentrations and 1H T1 values were used to monitor the changes in molecular tumbling in solutions. The results are interpreted in terms of a spontaneous aggregation of solute molecules in water, with the possible determination of the critical micelle concentration. The time‐dependent splittings in the 1H NMR spectra suggest further, more detailed, studies of the structures of the aggregates and the possibility of chiral recognition in water.
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