Triazine-Carbon Nanotubes: New Platforms for the Design of Flavin Receptors

LUCÍO, MARÍA ISABEL; DE LA HOZ, ANTONIO; PICHLER, FEDERICA; QUINTANA, MILDRED; SÁNCHEZ-MIGALLÓN, ANA; FIERRO, JOSE L. G.; GIULANI, ANGELA; PRATO, MAURIZIO; TAVAGNACCO, CLAUDIO; VÁZQUEZ, ESTER; RAMÍREZ, JOSÉ RAMÓN; HADAD, CAROLINE; BRACAMONTE, MARIA VICTORIA; HERRERO, MARÍA ANTONIA

CHEMISTRY-A EUROPEAN JOURNAL

WILEY-V C H VERLAG GMBH

Año: 2016 vol. 22 p. 8879 - 8888

0947-6539

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.