Regioselective Cycloaddition of La2@Ih-C80 with Tetracyanoethylene Oxide: Formation of an Endohedral Dimetallofullerene Adduct Featuring Enhanced Electro

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• 作者：Michio Yamada ; Mari Minowa ; Satoru Sato ; Zdenek Slanina ; Takahiro Tsuchiya ; Yutaka Maeda ; Shigeru Nagase ; Takeshi Akasaka
• 刊名：Journal of the American Chemical Society
• 出版年：2011
• 出版时间：March 23, 2011
• 年：2011
• 卷：133
• 期：11
• 页码：3796-3799
• 全文大小：744K
• 年卷期：v.133,no.11(March 23, 2011)
• ISSN：1520-5126

文摘

We describe the regioselective cycloaddition of La₂@I_h-C₈₀ with tetracyanoethylene oxide (TCNEO), which enabled the formation of the corresponding adduct having a tetracyanotetrahydrofuran moiety. X-ray crystallographic analysis revealed that the cycloaddition took place as a [5,6] addition. Along with dynamic swing motion of the metal atoms, the results of this electrochemical study demonstrate that TCNEO addition enhanced the electron-accepting character of La₂@I_h-C₈₀ and that the first reduction potential of the adduct reached 鈭?.21 V versus the ferrocene/ferrocenium couple, which is the lowest value reported for endohedral metallofullerenes and their derivatives to date.