Substituent Effects on Redox Properties and Photoinduced Electron Transfer in Isoxazolo-Fullerenes

✍ Scribed by Hermann Irngartinger; Peter Walter Fettel; Thomas Escher; Philip Tinnefeld; Simon Nord; Markus Sauer

• Book ID: 101274493
• Publisher: John Wiley and Sons
• Year: 2000
• Tongue: English
• Weight: 332 KB
• Volume: 2000
• Category: Article
• ISSN: 1434-193X
• DOI: 10.1002/(sici)1099-0690(200002)2000:3<455::aid-ejoc455>3.0.co;2-n

✦ Synopsis

The new C60 and C70 adducts 1b, 1dϪ1k, 1m, 6d, 7d, and 8d have been synthesized by [2+3] cycloadditions of the appropriate nitrile oxides. Variations in the distance and geometry of the donor and acceptor substituents are seen to have an influence on the redox behavior of the fullerene adducts in cyclic voltammetry experiments. The isoxazolofullerenes 1c, 1d, and 1i show shifts of about 30 mV or 40 mV to more negative values compared with the reference compound 1a. On the other hand, strong acceptor properties are detected in the case of compound 1e, which shows a positive shift of 30 mV relative to 1a. Moreover, time-