A Bimetallic Aluminium(Salphen) Complex for the Synthesis of Cyclic Carbonates from Epoxides and Carbon Dioxide

ChemSusChem. 2017 Jan 10;10(1):74-78. doi: 10.1002/cssc.201601131. Epub 2016 Oct 24.

Abstract

A bimetallic aluminium(salphen) complex is reported as a sustainable, efficient and inexpensive catalyst for the synthesis of cyclic carbonates from epoxides and carbon dioxide. In the presence of this complex and tetrabutylammonium bromide, terminal and internal epoxides reacted at 50 °C and 10 bar carbon dioxide pressure to afford their corresponding cyclic carbonates in yields of 50-94 % and 30-71 % for terminal and internal cyclic carbonates, respectively. Mechanistic studies using deuterated epoxides and an analogous monometallic aluminium(salphen) chloride complex support a mechanism for catalysis by the bimetallic complex, which involves intramolecular cooperative catalysis between the two aluminium centres.

Keywords: aluminium; carbon dioxide; catalyst; cyclic carbonate; epoxide.

MeSH terms

  • Aluminum / chemistry*
  • Carbon Dioxide / chemistry*
  • Carbonates / chemical synthesis*
  • Carbonates / chemistry*
  • Chemistry Techniques, Synthetic
  • Epoxy Compounds / chemistry*
  • Organometallic Compounds / chemistry*
  • Phenylenediamines / chemistry*

Substances

  • Carbonates
  • Epoxy Compounds
  • Organometallic Compounds
  • Phenylenediamines
  • salphen
  • Carbon Dioxide
  • Aluminum