Opposite enantioselectivities displayed by supramolecular helical catalysts with non-enantiomeric “sergeants”

Abstract

Triarylamine trisamide (TATA) coassemblies composed of one achiral phosphine-based monomer and one chiral monomer, as the “soldier” and “sergeant” respectively, were found to adopt opposite handednesses and favour enantiomers of a catalytic product with “sergeants” bearing (S) stereogenic centres placed either in alpha or in gamma positions on their side chains.