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Epoxidation of conjugated olefins has been examined with (salen)chromium(III) complexes as catalysts. Although (salen)chromium(III) complexes were catalytically less active than the corresponding (salen)manganese(III) complexes, the reactions with the chromium complexes were found to exhibit interesting solvent-dependent stereochemistry.
In the Mn-salen catalyzed asymmetric epoxidation of some olefins, non-linear relationship between reaction temperature and enantioselectivity was observed. For example, the epoxidation of 1,3-cycloalkadiene with complex 3a as a catalyst showed the maximum enantioselectivity at 0 °C. It was also found that the electronic nature of the aromatic substituent in the salen ligand affects enantioselectivity...
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