Selective meta-deprotonation of toluene by using alkali-metal-mediated magnesiation

Prokopis C. Andrikopoulos, David R. Armstrong, David V. Graham, Eva Hevia, Alan R. Kennedy, Robert E. Mulvey, Charles T. O'Hara, Christine Talmard

Research output: Contribution to journalArticle

76 Citations (Scopus)

Abstract

Conventional meta-deprotonation of toluene leads to resonance of Benzylanionen. But with a new type of bimetallic metalation, the sodium-mediated Magnesierung, can shift the thermodynamic meta-deprotonation in the ring.
Original languageEnglish
Pages (from-to)3459-3462
Number of pages3
JournalAngewandte Chemie
Volume44
Issue number22
Early online date21 Apr 2005
DOIs
Publication statusPublished - 30 May 2005

Keywords

  • deprotonation
  • inverse crown compounds
  • magnesium
  • metalation
  • sodium

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