Preparation of a [60]fullerene derivative containing a fused seven-membered ring

✍ Scribed by Soomi Pyo; Lianhe Shu; Luis Echegoyen

• Book ID: 104259995
• Publisher: Elsevier Science
• Year: 1998
• Tongue: French
• Weight: 236 KB
• Volume: 39
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(98)01712-2

✦ Synopsis

The double bonds at [6,6] junctions of C60 are known to be electron-deficient and able to react with a variety of reagents. ~ Multiple cycloaddition reactions at these [6,6] bonds have led to a variety of C60 derivatives with fused three-, four-, five-and six-membered rings) The reactions of C60 with orthoquinodimethane intermediates have been intensively investigated, and these provide extremely stable [4+2] adducts in relatively high yields. Miillen et. al. 3 were the first to report the Diels-Alder reactions of C60 with ortho-quinodimethane intermediates generated from the reaction of I" with 1,2-bis(hromomethyl)benzene and other analogous bis(bromomethyl)-aromatic compounds. Since then, many others have used this reaction to prepare new derivatives of C6o. 4 In this paper, we report the somewhat unexpected reaction of 1,8-