Self-organizing oligothiophene-nucleoside conjugates: versatile synthesis via "click"-chemistry. 2008

Anja Jatsch, and Alexey Kopyshev, and Elena Mena-Osteritz, and Peter Bäuerle
Institute of Organic Chemistry II and Advanced Materials, Ulm University, Albert-Einstein-Allee 11, 89081 Ulm, Germany.

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 microm in length were characterized with atomic force microscopy.

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