Direct synthesis of organotrichlorogermanes by the reaction of elemental germanium, hydrogen chloride, and alkene

Masaki Okamoto, Takehiko Chikamori, Takuya Asano, Eiichi Suzuki

Research output: Contribution to journalArticle

7 Citations (Scopus)

Abstract

The reaction of elemental germanium, hydrogen chloride, and ethylene with copper(I) chloride catalyst gave ethyltrichlorogermane with a 66% selectivity, tetrachlorogermane also being formed. The addition of tetrachlorogermane to the reaction system increased the formation rate of ethyltrichlorogermane. The reaction of germanium, tetrachlorogermane, and butadiene resulted in the formation of 1,1-dichlorogermacyclopent-3-ene. These results indicate the intermediacy of dichlorogermylene, which is formed by the reaction of elemental germanium with tetrachlorogermane. In place of ethylene, allyl chloride was fed with hydrogen chloride. Allyltrichlorogermane was obtained with a 92% selectivity together with a small amount of tetrachlorogermane. It is highly plausible that the formation of allyltrichlorogermane is caused by the insertion of dichlorogermylene intermediate to the carbon - chlorine bond of allyl chloride.

Original languageEnglish
Pages (from-to)595-599
Number of pages5
JournalOrganometallics
Volume23
Issue number3
DOIs
Publication statusPublished - 2004 Feb 2
Externally publishedYes

Fingerprint

Germanium
hydrogen chlorides
Hydrochloric Acid
Alkenes
alkenes
germanium
chlorides
synthesis
ethylene
Catalyst selectivity
selectivity
Chlorine
Carbon
butadiene
chlorine
insertion
Catalysts
catalysts
copper
carbon

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Inorganic Chemistry

Cite this

Direct synthesis of organotrichlorogermanes by the reaction of elemental germanium, hydrogen chloride, and alkene. / Okamoto, Masaki; Chikamori, Takehiko; Asano, Takuya; Suzuki, Eiichi.

In: Organometallics, Vol. 23, No. 3, 02.02.2004, p. 595-599.

Research output: Contribution to journalArticle

Okamoto, Masaki ; Chikamori, Takehiko ; Asano, Takuya ; Suzuki, Eiichi. / Direct synthesis of organotrichlorogermanes by the reaction of elemental germanium, hydrogen chloride, and alkene. In: Organometallics. 2004 ; Vol. 23, No. 3. pp. 595-599.
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