Synthesis and Electrochemistry of Double-Decker Buckyferrocenes Yutaka Matsuo, Kazukuni Tahara, and Eiichi Nakamura* J. Am. Chem. Soc. 2006, 128, 7154-7155.

double-decker buckyferrocenes

hoop-shaped 40 -electron [10]cyclophenacene J. Am. Chem. Soc. 2004, 126, 8725-8734.

cyclophenacene compounds J. Am. Chem. Soc. 2004, 126, 8725-8734.

First route

pentamethyl buckyferrocene J. Am. Chem. Soc. 2005, 127, 17148-17149.

Second route

The double-decker ferrocenes were found to reversibly undergo two successive one-electron oxidation and two successive one-electron reduction processes.

Chemical reduction of 5 with potassium metal under anaerobic conditions J. Am. Chem. Soc. 2005, 127, 8457.

Absorption maxima are 750 and 1190 nm for the monoanion, and 680 and 1000 nm for the dianion. J. Am. Chem. Soc. 2005, 127, 8457.

Electrochemistry of double-decker buckyferrocenes. (a) Cyclic voltammogram of reduction of 4. Measurements were performed at the scan rate of 100 mV/s at 25o C in THF (b) Differential pulse voltammogram of oxidation of 5

Conclusion we have developed two synthetic approaches to the double-decker buckyferrocenes . The multistep redox behavior accepting and giving up a total of at least four electrons makes these complexes interesting subjects .

Question C60最多可以被幾個電子還原? ANS： 可以被6個電子還原。由Electrochemical Detection 的圖形可以清楚的看到共有6次的還原。

Electrochemical Detection of C606- Echegoyen. L. et. al. J. Am. Chem. Soc. 1992, 114, 3978-3980.