Spontaneous Resolution in Racemic Solutions of N-trifluoroacetylated α-aminoalcohols

The spontaneous resolution was observed in the racemic solution of N-trifluoroacetylated -aminoalcohol (TFAAA-6) in CCl4. In against other cases of the conglomerates formation, the TFAAA-6 forms highly anisometric crystalline structures (strings). Herewith, the spontaneous resolution was not observed in the racemic solution of TFAAA-5 in heptane, where the isometric precipitate was formed. The latter was also observed in the TFAAA-5 solutions in heptane with small enantiomeric excess (EE), down to 2%. With that, the homochiral strings formed in the TFAAA-5 solutions in heptane with larger EEs. In this case, the strings formed from the excess of one of the enantiomers remained in solution after precipitation of the racemic residual. This process leads to the enhancement of chiral polarization in systems close to racemic and can explain the chiral purity of the living cell.