Journal
CHEMISTRY-A EUROPEAN JOURNAL
Volume 21, Issue 2, Pages 746-752Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201405572
Keywords
corroles; donor-acceptor systems; fullerenes; metallocycles; photophysics
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Funding
- National Thousand Talents Program of China, National Natural Science Foundation of China [21371054, 20971041, 21171061]
- Program for Changjiang Scholars and Innovative Research Team in University [IRT1014]
- Scientific Research Fund of Hunan Provincial Education Department [13A026]
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Embedding endohdedral metallofullerenes (EMFs) into electron donor-acceptor systems is still a challenging task owing to their limited quantities and their still largely unexplored chemical properties. In this study, we have performed a 1,3-dipolar cycloaddition reaction of a corrolebased precursor with Sc3N@C-80 to regioselectively form a [5,6]-adduct (1). The successful attachment of the corrole moiety was confirmed by mass spectrometry. In the electronic ground state, absorption spectra suggest sizeable electronic communications between the electron acceptor and the electron donor. Moreover, the addition pattern occurring at a [5,6]-bond junction is firmly proven by NMR spectroscopy and electrochemical investigations performed with 1. In the electronically excited state, which is probed in photophysical assays with 1, a fast electron-transfer yields the radical ion pair state consisting of the one-electron-reduced Sc3N@C-80 and of the one-electron-oxidized corrole upon its exclusive photoexcitation. As such, our results shed new light on the practical work utilizing EMFs as building blocks in photovoltaics.
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