Electronic properties, polymerization, and cycloaddition of 3,4,7,8-tetragermacycloocta-1,5-diyne and related compounds

Haruhiko Komoriya, Masahiro Kako, Yasuhiro Nakadaira, Kunio Mochida, Mari Tonogaki-Kubota, Tsunetoshi Kobayashi

Research output: Contribution to journalArticle

11 Citations (Scopus)


Permethylated 3,4,7,8-tetragermacycloocta-1,5-diyne (1) and 3,4-disila-7,8-digermacycloocta-1,5-diyne (2) were prepared. The photoelectron spectra of 1 and 2 were compared with that of their tetrasila analogue 3. The first ionization energy decreases in the order 3 > 2 > 1. Charge-transfer spectra of 1-tetracyanoethylene (TCNE), 2-TCNE and 3-TCNE complexes were observed. In CH2Cl2 containing TCNE 1 underwent oligomerization to give its higher homologues, and in CH3CN containing a catalytic amount of TCNE both 1 and 2 were polymerized to give the corresponding polymers almost quantitatively, whereas the sila analogue 3 was stable under these conditions. All compounds 1, 2 and 3 cycloadded to 2,3-dichloro-5,6-dicyano-1,4-benzoquinone to give the corresponding 1 : 1 adducts in a [2 + 6] manner.

Original languageEnglish
Pages (from-to)123-129
Number of pages7
JournalJournal of Organometallic Chemistry
Issue number1-2
Publication statusPublished - 1995 Sep 6



  • Charge transfer
  • Germanium
  • Group 14
  • Main Group metals
  • Photoelectron spectroscopy
  • Silicon

ASJC Scopus subject areas

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

Cite this