Manganese complexes with non-porphyrin N sub(4) ligands as recyclable catalyst for the asymmetric epoxidation of olefins

New chiral manganese complexes of N sub(4) ligands derived from 2-acetylpyridine were prepared and used as catalysts in the enantioselective epoxidation of olefins, using H sub(2)O sub(2) as an oxidant to give epoxides, with excellent conversions (up to 99%) and enantiomeric excess (up to 88%) withi...

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Bibliographic Details
Published in:Catalysis science & technology 2013-12, Vol.4 (1), p.208-217
Main Authors: Maity, Nabin Ch, Kumar Bera, Prasanta, Ghosh, Debashis, Abdi, Sayed HR, Kureshy, Rukhsana I, Khan, Noor-ul H, Bajaj, Hari C, Suresh, E
Format: Article
Language:English
Subjects:
Catalysts
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Summary:New chiral manganese complexes of N sub(4) ligands derived from 2-acetylpyridine were prepared and used as catalysts in the enantioselective epoxidation of olefins, using H sub(2)O sub(2) as an oxidant to give epoxides, with excellent conversions (up to 99%) and enantiomeric excess (up to 88%) within 1 h at 0 degree C. A detailed mechanistic study was undertaken based on the information obtained by single crystal X-ray, optical rotation, UV-Vis, CD spectra and kinetic studies, and revealed that the reaction is first order with respect to the concentration of catalyst and oxidant and independent of substrate concentration. The complex (0.1 mol%) was successfully subjected to recyclability experiments over 3 cycles in the epoxidation of styrene with H sub(2)O sub(2) as an oxidant and acetic acid as an additive at 0 degree C with retention of performance.
ISSN:2044-4753
2044-4761
DOI:10.1039/c3cy00528c