Cobalt-catalyzed hydroalkylation of [60]fullerene with active alkyl bromides: Selective synthesis of monoalkylated fullerenes

Shirong Lu, Tienan Jin, Ming Bao, Yoshinori Yamamoto

Research output: Contribution to journalArticle

64 Citations (Scopus)

Abstract

The Co-catalyzed hydroalkylation of C 60 with reactive alkyl bromides 1 (RBr) in the presence of Mn reductant and H 2O at ambient temperature gave the monoalkylated C 60 (2) in good to high yields. The use of CoLn/Mn/H 2O under Ar atmosphere is crucial for the success of the present transformation. The reaction most probably proceeds through the Co(0 or I) complex-promoted generation of a radical (R ) followed by addition to C 60. This hydroalkylation method was applied to the synthesis of zinc porphyrin attached C 60 (2l), dendrimer attached C 60 (2m), and fullerene dimer (2n), which were not easily available through the previously known methods.

Original languageEnglish
Pages (from-to)12842-12848
Number of pages7
JournalJournal of the American Chemical Society
Volume133
Issue number32
DOIs
Publication statusPublished - 2011 Aug 17

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)
  • Biochemistry
  • Colloid and Surface Chemistry

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