An endohedral metallofullerene as a pure electron donor: Intramolecular electron transfer in donor-acceptor conjugates of La2@C80 and 11,11,12,12-tetracyano-9,10-anthra- p -quinodimethane (TCAQ)

Takano Y, Obuchi S, Mizorogi N, Garcia R, Angeles Herranz M, Rudolf M, Guldi DM, Martin N, Nagase S, Akasaka T (2012)


Publication Type: Journal article, Original article

Publication year: 2012

Journal

Original Authors: Takano Y., Obuchi S., Mizorogi N., Garcia R., Herranz M.A., Rudolf M., Guldi D.M., Martin N., Nagase S., Akasaka T.

Publisher: American Chemical Society

Book Volume: 134

Pages Range: 19401-19408

Journal Issue: 47

DOI: 10.1021/ja307341g

Abstract

An endohedral metallofullerene, La@C, is covalently linked to the strong electron acceptor 11,11,12,12-tetracyano-9,10- anthra-p-quinodimethane (TCAQ) by means of the Prato reaction, affording two different [5,6]-metallofulleropyrrolidines, namely 1a and 2a. 1a and 2a were isolated and fully characterized by means of MALDI-TOF mass, UV-vis-NIR absorption, and NMR spectroscopies. In addition, cyclic voltammetry (CV) and differential pulse voltammetry (DPV) corroborated the unique redox character of 2a, that is, the presence of the electron-donating La@C and the electron-accepting TCAQ. Although a weak electronic coupling dictates the interactions between La@C and TCAQ in the ground state, time-resolved transient absorption experiments reveal that in the excited state (i.e., π-π* centered at La@C) the unprecedented formation of the (La@C) -(TCAQ) radical ion pair state evolves in nonpolar and polar media with a quantum efficiency of 33%. © 2012 American Chemical Society.

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How to cite

APA:

Takano, Y., Obuchi, S., Mizorogi, N., Garcia, R., Angeles Herranz, M., Rudolf, M.,... Akasaka, T. (2012). An endohedral metallofullerene as a pure electron donor: Intramolecular electron transfer in donor-acceptor conjugates of La2@C80 and 11,11,12,12-tetracyano-9,10-anthra- p -quinodimethane (TCAQ). Journal of the American Chemical Society, 134(47), 19401-19408. https://doi.org/10.1021/ja307341g

MLA:

Takano, Yuta, et al. "An endohedral metallofullerene as a pure electron donor: Intramolecular electron transfer in donor-acceptor conjugates of La2@C80 and 11,11,12,12-tetracyano-9,10-anthra- p -quinodimethane (TCAQ)." Journal of the American Chemical Society 134.47 (2012): 19401-19408.

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