Self-organizing oligothiophene-nucleoside conjugates: Versatile synthesis via Click-Chemistry

A versatile synthesis of novel oligothiophene-nucleoside conjugates based on Cu(I)-catalyzed alkyne-azide cycloaddition (click-reaction) has been developed. Complementary thymidine- and adenosine-functionalized quaterthiophenes form recognition-driven superstructures via hydrogen bonding and other competing intermolecular forces. Self-aggregated fibers up to 30 mu m in length were characterized with atomic force microscopy.