Structural elaboration of the surprising ortho-zincation of benzyl methyl ether

Research output: Contribution to journalArticle

13 Citations (Scopus)

Abstract

Breaking with convention, the reaction of the sodium zincate, [(TMEDA)Na(μ-TMP)(μ-tBu)Zn(tBu)] with benzyl methyl ether (PhCH2OMe) produces exclusively an ortho-zincated intermediate [(TMEDA)Na(μ-TMP)(μ-C6H4CH2OMe)Zn(tBu)] instead of the expected 'thermodynamic' α-metallated product.
LanguageEnglish
Pages2319-2321
Number of pages3
JournalChemical Communications (London)
Volume46
Issue number13
Early online date20 Jan 2010
DOIs
Publication statusPublished - 7 Apr 2010

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Thymidine Monophosphate
Methyl Ethers
Sodium
Thermodynamics
phenyllithium

Keywords

  • ortho-zincation
  • benzyl methyl ether
  • chemistry

Cite this

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abstract = "Breaking with convention, the reaction of the sodium zincate, [(TMEDA)Na(μ-TMP)(μ-tBu)Zn(tBu)] with benzyl methyl ether (PhCH2OMe) produces exclusively an ortho-zincated intermediate [(TMEDA)Na(μ-TMP)(μ-C6H4CH2OMe)Zn(tBu)] instead of the expected 'thermodynamic' α-metallated product.",
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Structural elaboration of the surprising ortho-zincation of benzyl methyl ether. / Balloch, Liam; Kennedy, Alan R.; Klett, Jan; Mulvey, Robert E.; O'Hara, Charles T.

In: Chemical Communications (London), Vol. 46, No. 13, 07.04.2010, p. 2319-2321.

Research output: Contribution to journalArticle

TY - JOUR

T1 - Structural elaboration of the surprising ortho-zincation of benzyl methyl ether

AU - Balloch, Liam

AU - Kennedy, Alan R.

AU - Klett, Jan

AU - Mulvey, Robert E.

AU - O'Hara, Charles T.

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