Polymer supported magnesium anthracene: application in the synthesis of benzylic Grignard reagents

Tania R. van der Ancker, Steven Harvey, Colin L. Raston

Research output: Contribution to journalArticle

20 Citations (Scopus)

Abstract

Reactions of polystyrene supported magnesium anthracene containing radical anion and dianion sites, 7, 7′, with benzylic chlorides or bromides, affords Grignard reagents, RMgX, in modest to high yields, in THF at -10°C to 20°C. Novel benzylic-type Grignard reagents prepared in high yield include those of 2,6-(dichloromethyl)pyridine, 2,6-(dibromomethyl)pyridine, 2,2′2″-trispyridylmethylchloride, 2-methoxy-3-methyl-1-benzychloride, 2,4-dimethoxy-5-methyl-1-benzylchloride, 3,5-dimethoxy-4-benzylchloride, 2,4,6-trimethoxy-3-methyl-1-benzylchloride, and 2,5-dimethoxybenzylchloride. Selected allylic halides similarly yield Grignard reagents.

Original languageEnglish
Pages (from-to)35-46
Number of pages12
JournalJOURNAL OF ORGANOMETALLIC CHEMISTRY
Volume502
Issue number1-2
DOIs
Publication statusPublished - 18 Oct 1995
Externally publishedYes

Keywords

  • Anthracene
  • Benzylic halide
  • Grignard Reagent
  • Magnesium
  • Polymer
  • Styrene

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