Chirality Organization in Phenylenediamines Induced by a Nonpeptidic Reverse‐Turn

Abstract

AbstractThe introduction of amino acid moieties into phenylenediamine derivatives is demonstrated to induce chirality in the π‐conjugated backbones and results in the formation of a nonpeptidic reverse‐turn conformation through intramolecular hydrogen bonds. The formation of the intramolecular hydrogen bonds plays an important role in the stabilization of the phenylenediamine radical cation, as the chirality‐organized structure is preserved through the intramolecular hydrogen bonding. The designed phenylenediamines have luminescent switching properties based on the redox states of the phenylenediamine moieties.