Catalytic olefin epoxidation with cyclopentadienyl-molybdenum complexes in room temperature ionic liquids

Fritz E. Kühn, Jin Zhao, Marta Abrantes, Wei Sun, Carlos A. M. Afonso, Luis C. Branco, Isabel S. Gonçalves, Martyn Pillinger, Carlos C. Romão

Research output: Contribution to journalArticlepeer-review

67 Citations (Scopus)

Abstract

Complexes of the type (η 5-C 5R 5)Mo(CO) 3X (X = Me, Cl; R = H, Me), being efficient homogeneous catalysts for the epoxidation of olefins, have been examined for their catalytic performance at 55°C in systems containing room temperature ionic liquids (RTILs) of composition [BMIM]NTf 2, [BMIM]PF 6, [C 8MIM] PF 6 and [BMIM]BF 4. The catalytic performance for cyclooctene epoxidation depends strongly on the water content of the system, the catalyst solubility in the RTIL, and the reaction behaviour of the RTIL under the applied reaction conditions. The catalysts can be recycled without significant loss of activity when a reaction system containing [BMIM]NTf 2 and [BMIM]PF 6 in a 4:1 relationship is used. High proportions of [BMIM]PF 6 lead to a ring opening reaction (diol formation), due to HF formation and the presence of residual water.

Original languageEnglish
Pages (from-to)47-52
Number of pages6
JournalTetrahedron Letters
Volume46
Issue number1
DOIs
Publication statusPublished - 3 Jan 2005

Keywords

  • Catalysis
  • Cyclopentadienyl
  • Ionic liquids
  • Molybdenum
  • Olefin epoxidation

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