Intramolecular transamidation enables one-pot synthesis of three chiral, Z-shaped perilenediimides for null-type supramolecular polymer formation.

ABSTRACT: Building on the concept of null-type supramolecular polymers, we present herein the synthesis of three isomeric Z-shaped perylenediimides (Z-PDIs 1-3), in which a central PDI core is linked to peripheral trisdodecyloxybenzamide groups by an alanine-derived linker. Interestingly, we discovered that both the starting amines used in the synthesis of symmetric Z-PDIs 1 and 3 can undergo intramolecular transamidation, allowing the one-pot generation of all three isomers 1-3. The self-assembly behavior of these compounds was systematically explored using various spectroscopic methods. In line with our previous observations, the UV-Vis spectra of the aggregates closely resemble those of their monomeric forms, confirming the formation of null-type supramolecular polymers. Moreover, we found that t

SUBMITTER: Schwalb AJ 

PROVIDER: S-EPMC12687024 | biostudies-literature | 2026 Feb

REPOSITORIES: biostudies-literature