Synthesis of bis(germacyclopropa)benzenes and structures of their annelated benzene rings

Tomoyuki Tajima, Takahiro Sasamori, Nobuhiro Takeda, Norihiro Tokitoh, Ken Yoshida, Masaru Nakahara

Research output: Contribution to journalArticlepeer-review

37 Citations (Scopus)


Extremely hindered bis(germacyclopropa)benzenes (3a,b; the IUPAC name is 4,8-digermatricyclo[,5]octa-1,3(5),6-triene) were synthesized as stable crystalline compounds by the reaction of the corresponding dilithiogermane Tbt(Dip)GeLi2 (8; Tbt = 2,4,6- tris[bis(trimethylsilyl)methyl]phenyl, Dip = 2,6-diisopropylphenyl) with 1,2,4,5-tetrabromobenzene. The structures of the two stereoisomeric bis(germacyclopropa)benzenes (3a, cis isomer; 3b, trans isomer) were definitively determined by X-ray crystallographic analysis. The central benzene ring of 3a was found to be folded, in contrast to the planar benzene ring of 3b. The X-ray crystallographic analyses of 3a and 3b and the theoretical calculations for some model molecules revealed that the annelated benzene rings have no distinct bond alternation.

Original languageEnglish
Pages (from-to)230-235
Number of pages6
Issue number1
Publication statusPublished - Jan 2 2006
Externally publishedYes

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Inorganic Chemistry


Dive into the research topics of 'Synthesis of bis(germacyclopropa)benzenes and structures of their annelated benzene rings'. Together they form a unique fingerprint.

Cite this