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.
LanguageEnglish
Pages3459-3462
Number of pages3
JournalAngewandte Chemie
Volume44
Issue number22
Early online date21 Apr 2005
DOIs
Publication statusPublished - 30 May 2005

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Alkali Metals
Toluene
Thermodynamics
Sodium

Keywords

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

Cite this

Andrikopoulos, Prokopis C. ; Armstrong, David R. ; Graham, David V. ; Hevia, Eva ; Kennedy, Alan R. ; Mulvey, Robert E. ; O'Hara, Charles T. ; Talmard, Christine. / Selective meta-deprotonation of toluene by using alkali-metal-mediated magnesiation. In: Angewandte Chemie. 2005 ; Vol. 44, No. 22. pp. 3459-3462.
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Selective meta-deprotonation of toluene by using alkali-metal-mediated magnesiation. / Andrikopoulos, Prokopis C.; Armstrong, David R.; Graham, David V.; Hevia, Eva; Kennedy, Alan R.; Mulvey, Robert E.; O'Hara, Charles T.; Talmard, Christine.

In: Angewandte Chemie, Vol. 44, No. 22, 30.05.2005, p. 3459-3462.

Research output: Contribution to journalArticle

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AU - Armstrong, David R.

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AU - Hevia, Eva

AU - Kennedy, Alan R.

AU - Mulvey, Robert E.

AU - O'Hara, Charles T.

AU - Talmard, Christine

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KW - inverse crown compounds

KW - magnesium

KW - metalation

KW - sodium

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