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Triazine‐Carbon Nanotubes: New Platforms for the Design of Flavin Receptors
Author(s) -
Lucío María Isabel,
Pichler Federica,
Ramírez José Ramón,
de la Hoz Antonio,
SánchezMigallón Ana,
Hadad Caroline,
Quintana Mildred,
Giulani Angela,
Bracamonte Maria Victoria,
Fierro Jose L. G.,
Tavagnacco Claudio,
Herrero María Antonia,
Prato Maurizio,
Vázquez Ester
Publication year - 2016
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201600630
Subject(s) - riboflavin , flavin group , triazine , carbon nanotube , stacking , hydrogen bond , chemistry , melamine , catalysis , resorcinol , photochemistry , combinatorial chemistry , functional group , materials science , nanotechnology , polymer chemistry , organic chemistry , molecule , enzyme , biochemistry , polymer
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.