A π-stacked porphyrin-fullerene electron donor-acceptor conjugate that features a surprising frozen geometry

Ciammaichella A, Dral P, Clark T, Tagliatesta P, Sekita M, Guldi DM (2012)


Publication Type: Journal article, Original article

Publication year: 2012

Journal

Original Authors: Ciammaichella A., Dral P.O., Clark T., Tagliatesta P., Sekita M., Guldi D.M.

Publisher: Wiley-VCH Verlag

Book Volume: 18

Pages Range: 14008-14016

Journal Issue: 44

DOI: 10.1002/chem.201202245

Abstract

A "frozen" electron donor-acceptor array that bears porphyrin and fullerene units covalently linked through the ortho position of a phenyl ring and the nitrogen of a pyrrolidine ring, respectively, is reported. Electrochemical and photophysical features suggest that the chosen linkage supports both through-space and through-bond interactions. In particular, it has been found that the porphyrin singlet excited state decays within a few picoseconds by means of a photoinduced electron transfer to give the rapid formation of a long-lived charge-separated state. Density functional theory (DFT) calculations show HOMO and LUMO to be localized on the electron-donating porphyrin and the electron-accepting fullerene moiety, respectively, at this level of theory. More specifically, semiempirical molecular orbital (MO) configuration interaction (CI) and unrestricted natural orbital (UNO)-CI methods shed light on the nature of the charge-transfer states and emphasize the importance of the close proximity of donor and acceptor for effective electron transfer. Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

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APA:

Ciammaichella, A., Dral, P., Clark, T., Tagliatesta, P., Sekita, M., & Guldi, D.M. (2012). A π-stacked porphyrin-fullerene electron donor-acceptor conjugate that features a surprising frozen geometry. Chemistry - A European Journal, 18(44), 14008-14016. https://dx.doi.org/10.1002/chem.201202245

MLA:

Ciammaichella, Alina, et al. "A π-stacked porphyrin-fullerene electron donor-acceptor conjugate that features a surprising frozen geometry." Chemistry - A European Journal 18.44 (2012): 14008-14016.

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