THE PREPARATION OF ORGANOLITHIUM COMPOUNDS BY THE TRANSMETALATION REACTION. II. FERROCENYLLITHIUM

Abstract

The systhesis of ferrocenyllithium was undertaken by the transmetalation reaction using ferrocenylmercuric chloride (I) as the starting material. The reacion of I with phenyllithium in ether solution, followed by carbonation gave ferrocenecarboxylic acid and benzoic acd. Similar results were obtained in ether-tetrahydrofuran mixtures. The transmetalation went practically to completion when ethyllithium was used in place of phenyllithium. In another experiment, I and ethyllithium (1:2.5 mol-ratio) were mixed, and solid triphenylchlorosilane was added after 1 hr. Ferrocenyltriphenylsilane was isolated in 66% yield as well as ferrocene in 8% yield. Evidence of some dilithiated product was found when the I-ethyllithium reaction mixture was treated with benzophenone.

Document Details

Document Type
Technical Report
Publication Date
Jun 28, 1961
Accession Number
AD0259319

Entities

People

  • Dietmar Seyferth
  • John F. Helling

Organizations

  • Massachusetts Institute of Technology

Tags

DTIC Thesaurus Topics

  • Acyclic Hydrocarbons
  • Alkenes
  • Chemical Compounds
  • Chlorides
  • Chlorine Compounds
  • Ferrocenes
  • Halides
  • Halogen Compounds
  • Hydrocarbons
  • Ketones
  • Materials
  • Organic Compounds

Fields of Study

  • Chemistry

Readers

  • Mathematics or Statistics
  • Organic Chemistry