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Fullerene Anions: Unusual Charge Distribution in C706
Tamar Sternfeld1, Roy E Hoffman1, Ivan Aprahamian1
1Department of Organic Chemistry The Hebrew University of Jerusalem Jerusalem 91904 (Israel) Fax: (+972) 2-6527547.
Angewandte Chemie (International Ed. in English)
|May 2, 2018
Summary
The study reveals reduced aromaticity in the C70(6-) ion compared to neutral C70, detailing charge delocalization. Lithium and corannulene facilitated this electron shuttle-assisted reduction process.
Area of Science:
- Fullerenes chemistry
- Nuclear Magnetic Resonance (NMR) spectroscopy
Background:
- Fullerenes exhibit unique electronic properties influenced by their charge state.
- Understanding aromaticity changes upon reduction is crucial for fullerene applications.
Purpose of the Study:
- To elucidate the aromaticity and charge delocalization in the reduced C70(6-) ion.
- To assign the nuclear magnetic resonance (NMR) signals for the C70(6-) ion.
Main Methods:
- Utilized the INADEQUATE NMR technique for complete spectral assignment.
- Performed electrochemical reduction of C70 using lithium in the presence of corannulene.
Main Results:
- The INADEQUATE method provided full NMR assignment for the C70(6-) ion.
- Demonstrated significantly reduced aromaticity in C70(6-) compared to neutral C70.
- Characterized the charge delocalization pattern within the C70(6-) structure.
Conclusions:
- The reduction of C70 leads to a substantial decrease in its aromatic character.
- Corannulene effectively functions as an electron shuttle in the reduction process.
- NMR spectroscopy is a powerful tool for characterizing the electronic structure of reduced fullerene ions.
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