TY - JOUR AU - Artur, Ciesielski AU - Sebastien, Haar AU - Bényei, Attila Csaba AU - Paragi, Gábor AU - Célia, Fonseca Guerra AU - F., Matthias Bickelhaupt AU - Stefano, Masiero AU - Szolomájer, János AU - Paolo, Samori AU - Gian, Piero Spada AU - Kovács, Lajos TI - Self-assembly of N3-substituted xanthines in the solid state and at a solid-liquid interface JF - LANGMUIR J2 - LANGMUIR VL - 29 PY - 2013 IS - 24 SP - 7283 EP - 7290 PG - 8 SN - 0743-7463 DO - 10.1021/la304540b UR - https://m2.mtmt.hu/api/publication/2155750 ID - 2155750 AB - Self-assembly of small molecular modules interacting through non-covalent forces is increasingly being used to generate functional structures and materials for electronic, catalytic, and biomedical applications. The greatest control over the geometry in H-bond supramolecular architectures, especially in H-bonded supramolecular polymers, can be achieved by exploiting the rich programmability of artificial nucleobases undergoing self-assembly through strong H-bonds. Here N3-functionalized xanthine modules are described, which are capable of self-associating through self-complementary H-bonding patterns to form H-bonded supramolecular ribbons. The self-association of xanthines through directional H-bonding between neighboring molecules allows the controlled generation of highly compact 1D supramolecular polymeric ribbons on graphite. These architectures have been characterized by scanning tunneling microscopy at a solid–liquid interface, corroborated by dispersion-corrected density functional theory (DFT) studies and X-ray diffraction. LA - English DB - MTMT ER -