Octaalkoxyfullerenes: Widely LUMO-Tunable C 2 v -Symmetric Fullerene Derivatives.

Authors :: Ueno H
Uchiyama K
Ma Y
Watanabe K
Yoza K
Matsuo Y
Moriyama H
Source :: The Journal of organic chemistry [J Org Chem] 2018 Sep 07; Vol. 83 (17), pp. 10655-10659. Date of Electronic Publication: 2018 Aug 14.
Publication Year :: 2018
Abstract: C <subscript>2 v</subscript> -Symmetric octaalkoxyfullerenes, C <subscript>60</subscript> (OR) <subscript>8</subscript> (R = CH <subscript>3</subscript> , C <subscript>2</subscript> H <subscript>5</subscript> , CH <subscript>2</subscript> CF <subscript>3</subscript> ), were synthesized by reacting octabromofullerene with the corresponding alcohols in the presence of AgBF <subscript>4</subscript> . The reactions occurred with no change in the addition pattern, and the compounds were unambiguously characterized by NMR spectroscopy and X-ray structure analysis. Electrochemical measurements revealed not only that these derivatives have stable redox properties but also that their LUMO levels can be tuned over a very wide range.

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