Complementary Helicity Interchange of Optically Switchable Supramolecular-Enantiomeric Helicenes with (−)-Gel-Sol-(+)-Gel Transition Ternary Logic

• DOI: 10.1021/ja401214t
• Publication Date: 2013-03-22T14:49:12Z
• Authors: Chien-Tien Chen; Chien-Hsiang Chen; Tiow-Gan Ong
• Keywords: Models, Molecular; Methylene Chloride; Molecular Structure; Optical Phenomena; Macromolecular Substances; Surface Properties; Hydrogen Bonding; Stereoisomerism; Amides; 01 natural sciences; 0104 chemical sciences; Particle Size; Gels

A gallamide-containing pseudoenantiomeric helicene pair bearing a (10R,11R)-dimethoxymethyldibenzosuberane core can self-assemble by intermolecular amide H-bonding and π-π stacking into bundled helical fibers with helical tunnels of complementary helicity in CH2Cl2. The helicenes undergo excellent complementary photoswitchings of ternary logic at 280, 318, and 343 nm through (-)-gel-sol-(+)-gel interconversion.