Electroactive carbon nanoforms: a comparative study via sequential arylation and click chemistry reactionsDedicated to Professor Fernando Langa in celebration of his 60th birthday.Electronic supplementary information (ESI) available: Experimental section, synthetic procedures, characterization data and selected supplementary figures. See DOI: 10.1039/c4nr04365k

The reactivity of several carbon nanoforms (CNFs), single-walled carbon nanotubes (SWCNTs), multi-walled carbon nanotubes (MWCNTs) and graphene, has been investigated through a combination of arylation and click chemistry Cu I -mediated azide-alkyne cycloaddition (CuAAC) reactions. The approach is b...

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Main Authors: Mateos-Gil, Jaime, Rodríguez-Pérez, Laura, Moreno Oliva, María, Katsukis, Georgios, Romero-Nieto, Carlos, Herranz, M a Ángeles, Guldi, Dirk M, Martín, Nazario
Format: Article
Language:English
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Summary:The reactivity of several carbon nanoforms (CNFs), single-walled carbon nanotubes (SWCNTs), multi-walled carbon nanotubes (MWCNTs) and graphene, has been investigated through a combination of arylation and click chemistry Cu I -mediated azide-alkyne cycloaddition (CuAAC) reactions. The approach is based on the incorporation of electroactive π-extended tetrathiafulvalene (exTTF) units into the triazole linkers to modulate the electronic properties of the obtained conjugates. The introduction of strain, by bending the planar graphene sheet into a 3D carbon framework, is responsible for the singular reactivity observed in carbon nanotubes. The formed nanoconjugates were fully characterized by analytical, spectroscopic, and microscopic techniques (TGA, FTIR, Raman, UV-Vis-NIR, cyclic voltammetry, TEM and XPS). In the case of SWCNT conjugates, where the functionalization degree is higher, a series of steady-state and time resolved spectroscopy experiments revealed a photoinduced electron transfer from the exTTF unit to the electron-accepting SWCNT. Carbon nanoforms behave differently in sequential arylation-click chemistry reactions, which impact on their properties.
ISSN:2040-3364
2040-3372
DOI:10.1039/c4nr04365k