Influence of the steric demand of the 2,4,6-trialkylphenyl substituents on the structures and reactivity of diarylzinc

Matthias Westerhausen, Manfred W. Oßberger, Jacob S. Alexander, Karin Ruhlandt-Senge

Research output: Contribution to journalArticle

13 Scopus citations

Abstract

The Grignard reaction of 2,4,6-tri(tert-butyl)phenylmagnesium bromide with zinc dichloride in THF yields monomeric bis[2,4,6-tri(tert-butyl)phenyl]zinc (1). Due to the steric demand of the tert-butyl groups 1 has a bent CZnC moiety and the boat-shaped aryl groups are in a staggered conformation. After the transmetallation of 1 with cesium in a solvent mixture of 1,2-dimethoxyethane (DME) and toluene (1,2-dimethoxyethane-O,O′)cesium [2,4,6-tri(tert-butyl) phenolate] (2) is isolated. A polymeric structure is formed in the crystalline state by linkage of these molecules via a Cs-O bond of the phenolate oxygen atoms and a η6-coordination of the aryl moiety of another molecule to the cesium cations. Furthermore, in the solid state the cesium cation completes his coordination sphere by bonds to a bidentate ether molecule and by close contacts to a tert-butyl group of a neighboring molecule.

Original languageEnglish (US)
Pages (from-to)2836-2841
Number of pages6
JournalZeitschrift fur Anorganische und Allgemeine Chemie
Volume631
Issue number13-14
DOIs
StatePublished - Nov 16 2005

Keywords

  • Cesium
  • Diarylzinc
  • Grignard Reactions
  • Transmetallation Reactions
  • Zinc

ASJC Scopus subject areas

  • Inorganic Chemistry

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