Bioinspired manganese complexes based on N4 ligands, with a more rigid, chiral diamine derived from proline and two benzimidazoles, were synthesized and applied to epoxidize olefins with hydrogen peroxide as a clean oxidant. Notably, 60–99 % isolated yields and excellent ee values (up to 95 %) were obtained by using low catalyst loadings (0.01–0.2 mol %; see scheme; F green, S yellow).
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