Synthesizing 1,23-C₆₀ Adducts with Improved Efficiency: A Type of Stable and Highly Soluble C₆₀ Derivatives

Abstract

In addition to the 1,9-and 1,7-C 60 adducts, the 1,23-C 60 adducts are an important type of C 60 derivatives, where the property of the fullerene compounds is significantly affected by the addition pattern. However, much less is known on the adducts due to the less availability of the compounds. Herein, the hydroxide-promoted reactions of C 60 with 2alkylmalonates are reported, which produce the 1,23-C 60 adducts with improved efficiency. The reactions were studied with the in situ vis−NIR spectral measurement in order to probe into the reaction mechanism. The obtained 1,23-C 60 adducts exhibited good thermal stability and better solubility with respect to the 1,7-isomers. Article pubs.acs.org/joc

Playing with Protic Additives to Improve the Outcome of Rhodium‐Catalyzed Hydroarylation of Fullerene C60 with Arylboronic Acids

“…This allows for controlled functionalization towards several application areas; derivatives of fullerenes have found use in supramolecular assemblies, [2] as electroactive materials in organic solar cells [3–5] as well as in the biomedical area [6–8] . The most established methods for covalent attachment of sensitive addends via new C−C bonds are Bingel‐Hirsch cyclopropanation [9–11] and Prato 1,3‐dipolar pyrrolidination [12–14] reactions.…”