Cyclopentene-fused [C60]-fullerenes: synthesis and electrochemical properties |
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| Authors: | Ilshat M. Sakhautdinov Rauilya N. Malikova Yulya N. Biglova Rail A. Khusnutdinov Aynur M. Gumerov Edvard M. Khamitov Sergey P. Ivanov Marat S. Yunusov |
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| Affiliation: | 1.Ufa Institute of Chemistry,Russian Academy of Sciences,Ufa,Russian Federation;2.Department of Chemistry,Bashkir State University,Ufa,Russian Federation;3.Ufa State Petroleum Technological University,Ufa,Russian Federation |
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| Abstract: | New cyclopentene-fused [C60]-fullerene derivatives containing terpene moieties have been synthesized by [3?+?2]-addition to fullerene C60. All obtained products were fully characterized by 1H- and 13C-NMR, IR, and MS. The electrochemical properties have been studied by cyclic voltammograms (CV), combined with absorption spectra, which are consistent with those obtained from density functional theory (DFT) calculations. It was found that all fulleropyrrolidines showed very similar absorption spectra, orbital energies, in which electron densities in both the LUMO and HOMO are mainly located on the fullerene cage, suggesting that C60 act as the acceptor. All the compounds exhibited good thermal stability. All determined characteristics of fullerene conjugates were compared to [6,6]-phenyl-C61-butyric acid methyl ester ([60]PCBM), a popular fullerene-containing compound. | |
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