2013
DOI: 10.1002/chem.201301234
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Fullerene “Superhalogen” Radicals: the Substituent Effect on Electronic Properties of 1,7,11,24,27‐C60X5

Abstract: Hexasubstituted fullerenes with the skew pentagonal pyramid (SPP) addition pattern are predominantly formed in many types of reactions and represent important and versatile building blocks for supramolecular chemistry, biomedical and optoelectronic applications. Regioselective synthesis and characterization of the new SPP derivative, C60(CF3)4(CN)H, in this work led to the experimental identification of the new family of "superhalogen fullerene radicals", species with the gas-phase electron affinity higher tha… Show more

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Cited by 16 publications
(13 citation statements)
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“…Furthermore, the number of phosphonic ester (PE) additions and isomers formed varied significantly, depending on the TMF substrate. In general, the derivatives with more CF 3 groups, i.e., C 60 (CF 3 ) 10 isomers, were more selective than derivatives with two or four CF 3 groups. In contrast, reactions with 60-2-1 and 60-4-1 resulted in far too many products that were inseparable by combinations of flash chromatography and HPLC.…”
Section: Resultsmentioning
confidence: 93%
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“…Furthermore, the number of phosphonic ester (PE) additions and isomers formed varied significantly, depending on the TMF substrate. In general, the derivatives with more CF 3 groups, i.e., C 60 (CF 3 ) 10 isomers, were more selective than derivatives with two or four CF 3 groups. In contrast, reactions with 60-2-1 and 60-4-1 resulted in far too many products that were inseparable by combinations of flash chromatography and HPLC.…”
Section: Resultsmentioning
confidence: 93%
“…In general, TMFs with 2 and 4 CF 3 groups produced multiple adducts which were inseparable under tested conditions. In contrast, two of the three isomers of C 60 (CF 3 ) 10 were shown to be fairly selective, producing one and two isomers of monoadducts, respectively, the former with a good isolated yield. Successfully isolated 60-10-3(PE) was converted into a phosphonic acid adduct that was able to strongly bind to AlO x and form SAMs.…”
Section: Discussionmentioning
confidence: 92%
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