C60-catalyzed preparation of aryl and heteroaryl magnesium and zinc reagents using Mg/LiCl

Zhi Liang Shen, Paul Knochel

Research output: Contribution to journalArticlepeer-review

23 Scopus citations

Abstract

Addition of a catalytic amount of C60 fullerene (3 mol %) catalyzes the insertion of magnesium to polycyclic aromatic halides, allowing the preparation of the corresponding Grignard reagents in good yields. Furthermore, the use of a cocktail of metallic salts (Mg, ZnCl2, LiCl) in the presence of C60 fullerene (3 mol %) allows preparation of some functionalized polyaromatic zinc reagents. The resulting organomagnesium and organozinc reagents efficiently underwent reactions with electrophiles, such as an aldehyde, an acid chloride, an allylic bromide, or an aryl iodide.

Original languageEnglish
Pages (from-to)2324-2328
Number of pages5
JournalACS Catalysis
Volume5
Issue number4
DOIs
StatePublished - 3 Apr 2015
Externally publishedYes

Keywords

  • C fullerene
  • acylation
  • allylation
  • cross-coupling
  • lithium chloride
  • organomagnesium
  • organozinc

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