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All-Fullerene Electron Donor–Acceptor Conjugates

Izquierdo M, Platzer B, Stasyuk AJ, Stasyuk OA, Voityuk AA, Cuesta S, Solà M, Guldi DM, Martín N (2019)

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Publication Type: Journal article

Publication year: 2019

Journal

Book Volume: 58

Pages Range: 6932-6937

Journal Issue: 21

DOI: 10.1002/anie.201901863

Abstract

The synthesis and characterization of a covalent all-fullerene C 60 -Lu 3 N@I h -C 80 electron donor–acceptor conjugate has been realized by sequential 1,3-dipolar cycloaddition reactions of azomethine ylides on Lu 3 N@I h -C 80 and C 60 . To the best of our knowledge, this is the first time that two fullerenes behaving as both electron donor (Lu 3 N@I h -C 80 ) and acceptor (C 60 ) are forming an electroactive dumbbell. DFT calculations reveal up to 16 diastereomeric pairs, that is, 8 with syn and 8 with anti orientation, with the anti-RSSS isomer being the most stable. Spectroelectrochemical absorption and femtosecond transient absorption experiments support the notion that a C 60 ^⋅− -Lu 3 N@I h -C 80 ^⋅+ charge-separated state is formed. Spin conversion from the charge-separated singlet state C 60 ^⋅− -Lu 3 N@I h -C 80 ^⋅+ into the corresponding triplet state is facilitated by the heavy-atom effect stemming from the Lu 3 N-cluster, which, in turn, slows down the charge recombination by one order of magnitude.

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How to cite

APA:

Izquierdo, M., Platzer, B., Stasyuk, A.J., Stasyuk, O.A., Voityuk, A.A., Cuesta, S.,... Martín, N. (2019). All-Fullerene Electron Donor–Acceptor Conjugates. Angewandte Chemie International Edition, 58(21), 6932-6937. https://dx.doi.org/10.1002/anie.201901863

MLA:

Izquierdo, Marta, et al. "All-Fullerene Electron Donor–Acceptor Conjugates." Angewandte Chemie International Edition 58.21 (2019): 6932-6937.

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