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Revista de Ciencias

Print version ISSN 0121-1935

Abstract

ORTIZ G., Alejandro; RODRIGUEZ G., Fabián E.  and  INSUASTY O., Braulio. Synthesis of new charge-transfer system based on triphenylamine and 5-ethynylfurane using fullerene C60 as electro-acceptor fragment. rev. cienc. [online]. 2016, vol.20, n.1, pp.95-108. ISSN 0121-1935.

In this research, we report the synthesis and spectroscopic characterization of a charge transfer compound 5. Triphenylamine (TPA) was used as electro-donor molecule, which was covalently linked to a rich-electron spacer as 5-ethynyl-2-furan-o-carbon-aldehyde by a Sonogashira crosscoupling palladium-catalyzed reaction, then, a 1,3-dipolar cycloaddition reaction (Prato reaction) was performed with fullerene C60 electron-acceptor fragment to form the target compound with Donor-wire-Acceptor structure (D-J-a), which is a type of molecular species prominent in new chemical material applications. In addition, the absorption spectra and emission of the molecule D-J-A and its individual units were studied to identify photophysical processes of this chemical species. Later, cyclic voltammetry experiments were performed in order to know its redox behavior, establishing its oxidation-reduction characteristic peak. Finally, quantum mechanical calculations at DFT level were performed to determine the geometry of the ground state and describe phenomena in the excited state

Keywords : Triphenylamine; furane; Electron-Transfer; ullerene C60.

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