Regio- and stereo-specific addition of organotellurium trihalides to ferrocenylacetylene: Molecular and crystal structure of (Z)-halovinyl organotellurium dihalides

Yury Torubaev, Pradeep Mathur, Alexander A. Pasynskii

Research output: Contribution to journalArticlepeer-review

14 Scopus citations

Abstract

Organotellurium(IV) trihalides RTeX3 (X = Br, I) reacts readily with ferrocenylacetylene to give (Z)-products of electrophilic addition to C-C triple bond: (Z)-FcXC = CTeX2R (R = Ph, X = Br (1) or I (2); R = trans-8-ethoxy-4-cyclooctenyl, X = Br (3)). In case of PhTeX3 (X = Br or I) the room temperature reaction is spontaneous and the structure of the product does not depends on the polarity of the solvent used; this is in contrast to the reaction of aryl-acetylenes with RTeBr3 which were reported to afford (E)-bromovinyl aryltellurium dibromides in methanol and its (Z)-isomer in benzene. Molecular and crystal structures of new compounds and effect of bulky and electron-rich ferrocenyl substituent on the reactivity of acetylene moiety are discussed in this paper.

Original languageEnglish
Pages (from-to)1300-1306
Number of pages7
JournalJournal of Organometallic Chemistry
Volume695
Issue number9
DOIs
StatePublished - 1 May 2010
Externally publishedYes

Keywords

  • Ferrocenylacetylene
  • Organotellurium halides
  • X-ray structure

ASJC Scopus subject areas

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

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