Sterically demanding benzene-1,3,5-tricarboxamides: tuning the mechanisms of supramolecular polymerization and chiral amplification

Abstract

Benzene-1,3,5-tricarboxamide (BTA) derivatives with one or three phenylalanine octyl ester (PheOct) moieties were synthesized and their supramolecular polymerization and chiral amplification behavior were investigated in mixing experiments between enantiomer pairs and in mixing with another, achiral BTA component. The incorporation of PheOct moieties is shown to have a major impact on the supramolecular self-assembly.