Lucío María Isabel, Pichler Federica, Ramírez José Ramón, de la Hoz Antonio, Sánchez-Migallón Ana, Hadad Caroline, Quintana Mildred, Giulani Angela, Bracamonte Maria Victoria, Fierro Jose L G, Tavagnacco Claudio, Herrero María Antonia, Prato Maurizio, Vázquez Ester
Departamento de Química Orgánica, Inorgánica y Bioquímica, Facultad de Ciencias y Tecnologías Químicas, IRICA Universidad de Castilla-La Mancha, Campus Universitario, 13071, Ciudad Real, Spain.
Dipartimento di Scienze Chimiche e Farmaceutiche Center of Excellence for Nanostructured Materials (CENMAT) & Italian Interuniversity Consortium on Materials Science and Technology (INSTM - Unit of Trieste), Università degli Studi di Trieste, Piazzale Europa 1, 34127, Trieste, Italy.
Chemistry. 2016 Jun 20;22(26):8879-88. doi: 10.1002/chem.201600630. Epub 2016 May 11.
The synthesis of functionalised carbon nanotubes as receptors for riboflavin (RBF) is reported. Carbon nanotubes, both single-walled and multi-walled, have been functionalised with 1,3,5-triazines and p-tolyl chains by aryl radical addition under microwave irradiation and the derivatives have been fully characterised by using a range of techniques. The interactions between riboflavin and the hybrids were analysed by using fluorescence and UV/Vis spectroscopic techniques. The results show that the attached functional groups minimise the π-π stacking interactions between riboflavin and the nanotube walls. Comparison of p-tolyl groups with the triazine groups shows that the latter have stronger interactions with riboflavin because of the presence of hydrogen bonds. Moreover, the triazine derivatives follow the Stern-Volmer relationship and show a high association constant with riboflavin. In this way, artificial receptors in catalytic processes could be designed through specific control of the interaction between functionalised carbon nanotubes and riboflavin.
报道了功能化碳纳米管作为核黄素（RBF）受体的合成。单壁和多壁碳纳米管已通过微波辐射下的芳基自由基加成用1,3,5-三嗪和对甲苯基链进行了功能化，并且使用一系列技术对衍生物进行了全面表征。通过荧光和紫外/可见光谱技术分析了核黄素与杂化物之间的相互作用。结果表明，连接的官能团使核黄素与纳米管壁之间的π-π堆积相互作用最小化。对甲苯基与三嗪基的比较表明，由于氢键的存在，后者与核黄素具有更强的相互作用。此外，三嗪衍生物遵循Stern-Volmer关系，并且与核黄素显示出高缔合常数。通过这种方式，可以通过对功能化碳纳米管与核黄素之间相互作用的特定控制来设计催化过程中的人工受体。
