Formation of pentaorganostannates from Bis(2-bromo-2′-biphenyl) stannanes and tert-butyllithium upon substitution of alkyl and aryl groups on tin atoms

Masaichi Saito, Sanae Imaizumi, Tomoyuki Tajima

Research output: Contribution to journalArticle

4 Citations (Scopus)

Abstract

The reaction, of bis(2-brom.o-2'-biphenyl)stannanes 1 with tert-butyllithium in the presence of diaryl- and dialkyldichlorostannanes leads to the extrusion of aryl and alkyl groups on the tin atom, affording 9-stannafluorene derivatives bearing biphenyl groups. The intermediates of the reactions were assigned to the corresponding pentaorganostannates, which were characterized by NMR spectroscopy. Unexpectedly, the dissociation of the aryl and alkyl groups from the tin atoms in intramolecular nucleophillc substitution reactions was preferable to that of chloride ions in intermolecular nucleophilic substitution reactions.

Original languageEnglish
Pages (from-to)2153-2157
Number of pages5
JournalEuropean Journal of Inorganic Chemistry
Issue number14
DOIs
Publication statusPublished - May 1 2010
Externally publishedYes

Keywords

  • Hypervalent compounds
  • Nucleophilic substitution
  • Stannaries

ASJC Scopus subject areas

  • Inorganic Chemistry

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