TY - JOUR
T1 - Octaalkoxyfullerenes
T2 - Widely LUMO-Tunable C2 v-Symmetric Fullerene Derivatives
AU - Ueno, Hiroshi
AU - Uchiyama, Kouya
AU - Ma, Yue
AU - Watanabe, Keita
AU - Yoza, Kenji
AU - Matsuo, Yutaka
AU - Moriyama, Hiroshi
N1 - Funding Information:
This work was partly supported by the Bilateral International Collaborative R&D Program (GT-2009-CL-OT-0058), Ministry of Knowledge Economy, Republic of Korea and the MEXT-Supported Program for the Strategic Research Foundation at Private Universities, Japan (to H.M.) and Japan Society for the Promotion of Science (JSPS) KAKENHI Grants (JP15H05760 and JP16H04187, to Y.M.).
Publisher Copyright:
Copyright © 2018 American Chemical Society.
PY - 2018/9/7
Y1 - 2018/9/7
N2 - C2v-Symmetric octaalkoxyfullerenes, C60(OR)8 (R = CH3, C2H5, CH2CF3), were synthesized by reacting octabromofullerene with the corresponding alcohols in the presence of AgBF4. 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.
AB - C2v-Symmetric octaalkoxyfullerenes, C60(OR)8 (R = CH3, C2H5, CH2CF3), were synthesized by reacting octabromofullerene with the corresponding alcohols in the presence of AgBF4. 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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U2 - 10.1021/acs.joc.8b01485
DO - 10.1021/acs.joc.8b01485
M3 - Article
C2 - 30066569
AN - SCOPUS:85051193083
VL - 83
SP - 10655
EP - 10659
JO - Journal of Organic Chemistry
JF - Journal of Organic Chemistry
SN - 0022-3263
IS - 17
ER -