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)
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://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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