Highly Active Trialkoxymolybdenum(VI) Alkylidyne Catalysts Synthesized by A Reductive Recycle Strategy

Wei Zhang, Stefan Kraft, Jeffrey S. Moore

Research output: Contribution to journalArticlepeer-review

Abstract

A systematic study of alkyne metathesis catalyzed by trialkoxymolybdenum(VI) alkylidyne complexes is reported, in which substrate functional groups, alkynyl substituents, and catalyst ligands are varied. Sterically hindered trisamidomolybdenum(VI) propylidyne complex 5 was prepared conveniently through a previously communicated reductive recycle strategy. Alcoholysis of 5 with various phenols/alcohols provides a set of active catalysts for alkyne metathesis at room temperature, among which the catalyst with p-nitrophenol as ligand shows the highest catalytic activity and is compatible with a variety of functional groups and solvents. A key finding that enabled the use of highly active molybdenum(VI) catalysts is replacement of the commonly used propynyl substituents on the starting alkyne substrates with butynyl groups. Under reduced pressure using 1,2,4-trichlorobenzene as an involatile solvent, the alkyne metathesis of butynyl substituted compounds proceeds well at 30 °C providing high yields (83%-97%) of dimers. Rationalization of the special role played by butynyl substrates is discussed.

Original languageEnglish (US)
Pages (from-to)329-335
Number of pages7
JournalJournal of the American Chemical Society
Volume126
Issue number1
DOIs
StatePublished - Jan 14 2004

ASJC Scopus subject areas

  • Catalysis
  • General Chemistry
  • Biochemistry
  • Colloid and Surface Chemistry

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