Electrophilic Thallation of Thiophene Derivatives and Furan with Phenylthallium(III) 18-Crown-6 Diperchlorate

Fumitoshi Kakiuchi, Shinji Murai, Yoshikane Kawasaki

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Electrophilic thallation of thiophene and its derivatives (2-methyl-, 2-chloro-, 2-bromo-, and 2-iodothiophenes, 2-thiopheneacetonitrile, 2-thiophenecarbonitrile, 3-methyl- and 3-bromothiophenes, and 3- thiophenecarboxaldehyde) as well as furan using (18-crown-6)phenylthallium(III) diperchlorate (1) (1 Is also named as phenylthallium(III) 18-crown-6 diperchlorate) was studied. The thallation occurred at the position α to the sulfur atom of thiophene and the oxygen atom of furan, affording the corresponding (18-crown-6)phenylarylthallium(III) perchlorate complexes 2–12. The thallations of thiophenecarboxaldehydes took place without oxidation of the aldehyde groups.

Original languageEnglish
Pages (from-to)4352-4355
Number of pages4
Issue number12
Publication statusPublished - 1992 Dec 1


ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Inorganic Chemistry

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