Base Hydrolysis of Coordinated Thiophene: A Route from Thiophenes to Furans and the Preparation of [(C5Me5)RhS]4

Anton E. Skaugset, Thomas Rauchfuss, Scott R. Wilson

Research output: Contribution to journalArticle

Abstract

The tetramethylthiophene (TMT) complex [Cp*Rh(TMT)]2+ (Cp* = C5Me5) undergoes hydrolytic cleavage of the C-S bond upon treatment with aqueous KOH. The product has the formula Cp*Rh(MeCOC3Me3S). A single-crystal X-ray diffraction study, as well as spectroscopic methods, showed that the compound contains Cp*Rh bound to an η4-acetylpropenethiolate group. HOSO2CF3 reverses the hydrolysis. Thermolysis of the ring-opened complex gives tetramethylfuran together with the cubane cluster [Cp*RhS]4. The hydrolysis reaction was shown to apply to [Ru-(TMT)2](OTf)2 and [Ru(2,5-Me2H2C4S)(cymene)](OTf)2, which also gave acetylpropenethiolate complexes.

Original languageEnglish (US)
Pages (from-to)2875-2876
Number of pages2
JournalOrganometallics
Volume9
Issue number11
DOIs
StatePublished - Jan 1 1990

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Inorganic Chemistry

Fingerprint Dive into the research topics of 'Base Hydrolysis of Coordinated Thiophene: A Route from Thiophenes to Furans and the Preparation of [(C<sub>5</sub>Me<sub>5</sub>)RhS]<sub>4</sub>'. Together they form a unique fingerprint.

  • Cite this