Versatile synthetic methods towards a variety of thiophene-nucleobase hybrid systems are reported. Adenine- and thymine-based modified nucleosides characterized by a bithiophene unit linked to the C5' or C8 position through an ethylenamino or an ethylensulfanyl bridge were synthesized and successfully polymerized in the presence of FeCl3. The self-organization properties of the pure polymers as well as their mixtures - with complementary nucleobases - were investigated by means of optical microscopy and AFM in cast film showing complex supramolecular structures resulting from the interplay of multiple intermolecular interactions.
Self-Complementary Nucleoside-Thiophene Hybrid Systems: Synthesis and Supramolecular Organization
2010
Abstract
Versatile synthetic methods towards a variety of thiophene-nucleobase hybrid systems are reported. Adenine- and thymine-based modified nucleosides characterized by a bithiophene unit linked to the C5' or C8 position through an ethylenamino or an ethylensulfanyl bridge were synthesized and successfully polymerized in the presence of FeCl3. The self-organization properties of the pure polymers as well as their mixtures - with complementary nucleobases - were investigated by means of optical microscopy and AFM in cast film showing complex supramolecular structures resulting from the interplay of multiple intermolecular interactions.File in questo prodotto:
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