Effective derivatization and extraction of insoluble missing lanthanum metallofullerenes La@C2n (n = 36-38) with iodobenzene

  • Yutaka Maeda
  • , Takayoshi Tsuchiya
  • , Takashi Kikuchi
  • , Hidefumi Nikawa
  • , Tao Yang
  • , Xiang Zhao
  • , Zdenek Slanina
  • , Mitsuaki Suzuki
  • , Michio Yamada
  • , Yongfu Lian
  • , Shigeru Nagase
  • , Xing Lu
  • , Takeshi Akasaka

Research output: Contribution to journalArticlepeer-review

28 Scopus citations

Abstract

Extraction of insoluble metallofullerenes, La@C2n (n = 36-38), was conducted with dichlorobenzene, chlorobenzene, and iodobenzene as a solvent under reflux condition. When iodobenzene was used, La@C2n (n = 36-38) was successfully extracted as the corresponding phenyl adducts, such as La@C72(C6H5), La@C74(C6H5), and La@C76(C6H5). The number of isomers of corresponding adducts, La@C72(C6H5) and La@C74(C6H5), were reduced to one-third of that in 1,2,4-trichlorobenzene extracts, which was reported previously. Based on the spectroscopic analysis, the carbon cages of La@C72(C6H5) and La@C74(C6H5) were deduced to be La@C2(10612)-C72(C6H5) and La@D3h-C74(C6H5), respectively. The addition site carbon possessing very high radical character suggests that the corresponding adducts were produced by the addition of phenyl radical generated from iodobenzene on metallofullerenes.

Original languageEnglish
Pages (from-to)67-73
Number of pages7
JournalCarbon
Volume98
DOIs
StatePublished - 1 Mar 2016

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