Seo, Jung Hwa
Bazan, Guillermo C.
KAUST Grant NumberKUS-C1-015-21
Permanent link to this recordhttp://hdl.handle.net/10754/598378
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AbstractThe reaction between a bulky N-heterocylic carbene (NHC) and C60 leads to the formation of a thermally stable zwitterionic Lewis acid-base adduct that is connected via a C-C single bond. Low-energy absorption bands with weak oscillator strengths similar to those of n-doped fullerenes were observed for the product, consistent with a net transfer of electron density to the C60 core. Corroborating information was obtained using UV photoelectron spectroscopy, which revealed that the adduct has an ionization potential ∼1.5 eV lower than that of C60. Density functional theory calculations showed that the C-C bond is polarized, with a total charge of +0.84e located on the NHC framework and -0.84e delocalized on the C 60 cage. The combination of reactivity, characterization, and theoretical studies demonstrates that fullerenes can behave as Lewis acids that react with C-based Lewis bases and that the overall process describes n-doping via C-C bond formation. © 2011 American Chemical Society.
CitationLi H, Risko C, Seo JH, Campbell C, Wu G, et al. (2011) Fullerene–Carbene Lewis Acid–Base Adducts. Journal of the American Chemical Society 133: 12410–12413. Available: http://dx.doi.org/10.1021/ja204974m.
SponsorsThe research at UCSB was supported by the National Science Foundation (DMR-1035480) and the Department of Energy through the Center of Energy Efficient Materials. The work at Georgia Tech was partly supported by the STC Program of the National Science Foundation (DMR-012967) and by the Center for Advanced Molecular Photovoltaics (CAMP) through Award KUS-C1-015-21 from King Abdullah University of Science and Technology (KAUST).
PublisherAmerican Chemical Society (ACS)
CollectionsPublications Acknowledging KAUST Support
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