Addition Reactions of Benzyne, Dienes, Dichlorocarbene, and Oxygen to C<sub>60</sub>
Nogami, Takashi; Tsuda, Minoru; Ishida, Takayuki; Kurono, Sadamu; Ohashi, Mamoru; Nogami, Takashi; Department of Applied Physics and Chemistry, The University of Electro-Communications; Tsuda, Minoru; Department of Applied Physics and Chemistry, The University of Electro-Communications; Ishida, Takayuki; Department of Applied Physics and Chemistry, The University of Electro-Communications; Kurono, Sadamu; Department of Applied Physics and Chemistry, The University of Electro-Communications; Ohashi, Mamoru; Department of Applied Physics and Chemistry, The University of Electro-Communications
Журнал:
Fullerene Science and Technology
Дата:
1993
Аннотация:
AbstractBenzyne was found to add to C<sub>60</sub> in good yield to give C<sub>60</sub>(C<sub>6</sub>H<sub>4</sub>)<sub>n</sub> (n=1−4). Typical Diels-Alder dienes were also found to add to C<sub>60</sub> under thermally mild conditions. Adducts of C<sub>60</sub> with 2,3-dimethylbutadiene, cyclopentadiene, hexa-chlorocyclopentadiene, 1,3-diphenylisobenzofuran, and anthracene were obtained. Further reactions of these products such as elimination and autooxidation reactions were investigated. Addition reaction of dichlorocarbene to C<sub>60</sub> gave C<sub>61</sub>Cl<sub>2</sub>. Oxidation of C<sub>60</sub> with m-chloroperbenzoic acid gave C<sub>60</sub>O<sub>n</sub>(n=1, 2). All of the products were isolated by means of HPLC and characterized by mass spectroscopy.
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