Supramolecular "sergeants": <i>in situ</i> and multi-level induction of chirality in helical assemblies of triarylamine trisamide monomers.

ABSTRACT: The induction and transmission of chirality across multiple length scales is fundamental to many (bio)chemical processes. For the majority of macromolecular and supramolecular structures adopting a helical configuration, this is harnessed by means of a monomer embedding a stereogenic element, also called a "sergeant" because of its ability to transfer its chirality preference to achiral monomers. Herein, we devise a triarylamine trisamide (TATA) monomer embedding a (thio)urea unit able to interact with a chiral phosphate anion through hydrogen bonding. Thanks to the orthogonal nature of the amide and (thio)urea functions, the anion specifically binds to the (thio)urea unit, thus yielding a supramolecular monomer acting as a "sergeant" i.e. allowing efficient chirality induction in a

SUBMITTER: Perennes A 

PROVIDER: S-EPMC12272724 | biostudies-literature | 2025 Aug

REPOSITORIES: biostudies-literature