Supramolecular polymerization of permanently dipolar perylene diimide-based diazacoronenes.

ABSTRACT: We demonstrate that ground-state dipoles guides the supramolecular assembly and resultant optoelectronic characteristics of perylene diimide-based diazacoronenes (PDACs). The synthetic difficulty of installing permanent ground-state dipoles on planar aromatic systems has largely constrained the exploration of dipole engineering in discotic molecules. Here, we synthesize a family of PDACs with ground-state dipoles between 1 and 6 Debye by installing functional groups on the diazacoronene. Systematically increasing the dipolar character of these PDACs led to red-shifted absorption (477 to 557 nm) and emission spectra (483 to 723 nm), which is consistent with their more negative electrochemical reduction potentials. Density functional theory revealed that sufficiently strong dipoles (PDAC-NMe

SUBMITTER: Davis AN 

PROVIDER: S-EPMC12264705 | biostudies-literature | 2025 Aug

REPOSITORIES: biostudies-literature