Synthesis of stable phosphomide ligands and their use in Ru-catalyzed hydrogenations of bicarbonate and related substrates

Saravanan Gowrisankar, Christopher Federsel, Helfried Neumann, Carolin Ziebart, Ralf Jackstell, Anke Spannenberg, Matthias Beller

Research output: Contribution to journalArticlepeer-review

22 Scopus citations

Abstract

New benzoyl- and naphthoyl-substituted phosphines have been synthesized, which are stable to air and moisture. Testing these so-called phosphomide ligands in the presence of different ruthenium precursors, the hydrogenation of sodium bicarbonate (NaHCO3) to sodium formate (NaHCO2) proceeded with good catalyst turnover numbers in the range of 1300-1600 at 80 °C and a total pressure of hydrogen of 60 bar in the absence of amines or other additives. Similarly, catalytic hydrogenations of carbon dioxide, cinnam-, and benzaldehyde were possible with these new ruthenium complexes. As an intermediate of the catalytic cycle the defined ruthenium complex [(η6-C6H6)-RuCl2(Cy 2P(1-naphthoyl)] (Cy=cyclohexyl) was prepared and characterized by X-ray crystallography. Ruthenium and phosphor work wonders: Air-stable ruthenium phosphomide complexes are active catalysts in the hydrogenation of sodium bicarbonate, carbon dioxide, and carbonyl compounds. Hydrogenation proceeds with high catalyst turnover numbers in the absence of amines or other additives. The application range of these new ruthenium catalysts also includes the hydrogenation of cinnamaldehyde and benzaldehyde.

Original languageEnglish
Pages (from-to)85-91
Number of pages7
JournalChemSusChem
Volume6
Issue number1
DOIs
StatePublished - Jan 2013
Externally publishedYes

Keywords

  • homogeneous catalysis
  • hydrogenation
  • nmr spectroscopy
  • phosphomide ligands
  • ruthenium

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