Sodium and potassium derivatives of diphenyl(trimethylsilyl)methane

Michael S. Hill, Peter B. Hitchcock

Research output: Contribution to journalArticlepeer-review

12 Citations (SciVal)


Base-free sodium and potassium derivatives of Ph2(Me3Si)CH have been synthesised from the substituted diphenylmethane and a 'superbase' mixture of nBuLi/tBuOM (M = Na or K) in hexane. Multinuclear NMR studies have demonstrated that the resultant carbanions are highly delocalised in THF-d8 solution. Crystalline PMDETA (PMDETA = N,N,N′,N″,N″-pentamethyldiethylenetriamine) adducts of both the sodium and potassium diphenylmethyl anions have been isolated from toluene solution and the crystal structure of the sodium derivative has been determined. This exists as a monomeric molecular species with η3-coordination of sodium to the carbanion, which is almost planar (Σangles = 358.6°) at the central methyl carbon.

Original languageEnglish
Pages (from-to)182-187
Number of pages6
JournalJournal of Organometallic Chemistry
Issue number1-2
Publication statusPublished - 16 Dec 2002


  • Bulky ligands
  • Diphenylmethyl
  • Potassium
  • Sodium

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Inorganic Chemistry
  • Materials Chemistry


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