Novel reactions of steric encumbered 1,4-dilithio-1,3-butadiene with group 14 electrophiles: Formation and structure of stable dihydroxygermole

Masaichi Saito, Michio Nakamura, Tomoyuki Tajima

Research output: Contribution to journalArticle

3 Citations (Scopus)

Abstract

Reactions of 1,4-dilithio-1,3-butadiene 1 having bulky silyl ligands at the 1,4-positions with group 14 electrophiles were examined. Reactions of 1,4-dilithio-1,3-butadiene 1 with tetraethoxygermane gave diethoxygermole 5, which was hydrolyzed to give stable dihydroxygermole 16. The X-ray diffraction analysis of dihydroxygermole 16 revealed intermolecular hydrogen bonds. The reaction of 1 with stannous chloride was also examined.

Original languageEnglish
Pages (from-to)657-668
Number of pages12
JournalHeterocycles
Volume78
Issue number3
DOIs
Publication statusPublished - Mar 1 2009
Externally publishedYes

Keywords

  • 1,4-Dilithio-1,3-butadiene
  • Diethoxygermole
  • Dihydroxygermole
  • Group 14 Electrophile

ASJC Scopus subject areas

  • Analytical Chemistry
  • Pharmacology
  • Organic Chemistry

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