Abstract

A novel chiral sulphonato–salen–manganese(III) complex has been intercalated into a Zn(II)–Al(III) layered double hydroxide (LDH) host to produce a stable heterogeneous epoxidation catalyst. Powder X-ray diffraction, IR and UV–Visible (solid) spectroscopy and TGA confirmed the successful intercalation of the Mn complex within the LDH gallery height. The intercalated sulphonato–salen–manganese(III) complex was found to be an effective heterogeneous catalyst for the stereoselective epoxidation of R-(+)-limonene and (−)-α-pinene at room temperature and using molecular oxygen at atmospheric pressure as oxidant. At close to 100% conversion, R-(+)-limonene was converted into the corresponding epoxide with 93% selectivity and 43% de (diastereomeric excess), whereas (−)-α-pinene was converted with 93% selectivity and 98% de. The catalyst could be recycled without loss of efficiency.

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