Synthesis of a new class of fullerene derivative Li+@C 60O-(OH)7 as a "cation-encapsulated anion nanoparticle"

Hiroshi Ueno, Ken Kokubo, Eunsang Kwon, Yuji Nakamura, Naohiko Ikuma, Takumi Oshima

Research output: Contribution to journalArticlepeer-review

13 Citations (Scopus)


Metal encapsulation into a cage and chemical modification on the outer surface of fullerenes endow them with some unique characteristic properties. Although the derivatization of endohedral fullerenes holds promise for producing novel new nano-carbon materials, there are few reports about such compounds. Herein, we report the synthesis of lithium encapsulated fullerenol Li +@C60O-(OH)7 using a fuming sulfuric acid method from [Li+@C60](PF6-) and characterization of its structure by IR, NMR, FAB mass spectroscopy, and elemental analysis. The hydroxylation of [Li+@C60](PF 6-) is site-selective to preferentially give a single isomer (ca. 70%) with two minor isomers in marked contrast to the reaction of empty C60. We conclude from the analysis of radical species produced in the reaction of a C60 cage with fuming sulfuric acid that this unusual site-selective hydroxylation is caused by the lower HOMO level of Li+@C60 than that of empty C60. Furthermore, our results clearly indicate that the internal lithium cation is interacted with the introduced hydroxyl groups, and thus the properties of endohedral fullerenes can be controlled by the external modification of a fullerene cage.

Original languageEnglish
Pages (from-to)2317-2321
Number of pages5
Issue number6
Publication statusPublished - 2013 Mar 21

ASJC Scopus subject areas

  • Materials Science(all)


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