Designing catalysts for the asymmetric epoxidation of alkenes

ORGN 81

Emer Ward, emer.ward@ucd.ie, Matthias Voegler, matthias.voegler@ucd.ie, Eoin F Clarke, and Declan Gilheany, declan.gilheany@ucd.ie. School of Chemistry and Chemical Biology, University College Dublin, Belfield, Dublin 4, Ireland
Chiral salen complexes have found widespread synthetic use since the groundbreaking work by Katsuki and Jacobsen in this area. We will present our on-going research into the synthesis of novel catalysts for asymmetric epoxidation of unfunctionalised alkenes. A wide range of chiral salen complexes with various transition metals (including Mn, Co, Cr, V, Ni, Ru) have been prepared and tested as catalysts for epoxidation. To ensure a diversity of catalyst properties, several key elements were varied including the aldehyde unit and the axial ligand. High throughput screening techniques were employed to assess this library of complexes with various oxidants, including air, and also allowed for extensive mechanistic studies to be performed.