Cationic Ruthenium Complex of the Formula [RuCl(2,6-Diacetylpyridine)(PPh3)2]BArF and Its Catalytic Activity in the Formation of Enol Esters

Matthew J. Stark, Douglas T. Tang, Nigam P. Rath, Eike B. Bauer

Research output: Contribution to journalArticlepeer-review

Abstract

A new ruthenium 2,6-diacetylpyridine complex was synthesized and applied in the atom-economic synthesis of enol esters through Markovnikov-directed addition of carboxylic acids to terminal alkynes. The ruthenium complex [RuCl(dap)(PPh 3 ) 2 ] + BArF  was synthesized from [RuCl 2 (PPh 3 ) 2 ] and the corresponding ligand 2,6-diacetylpyridine (dap). The complex was characterized structurally. The new ruthenium complex was utilized under ambient conditions as a catalyst in the Markovnikov addition of carboxylic acids to terminal alkynes to afford the corresponding enol esters in 93% to 52% isolated yields (85 °C, 16 h reaction time, 1 mol% catalyst loading).
Original languageAmerican English
JournalTetrahedron Letters
Volume59
DOIs
StatePublished - Mar 1 2018

Disciplines

  • Chemistry
  • Biochemistry, Biophysics, and Structural Biology
  • Biochemistry

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