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5,15-Diaryl-β-substituted-porphyrinato-manganese(III) chlorides as probes for structure–activity relationships in porphyrin-based epoxidation catalysts

ABÍLIO J. F. N. SOBRAL

Chemistry Department, University of Coimbra, Coimbra, Portugal

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and

ANTÓNIO M. D'A. ROCHA GONSALVES

Chemistry Department, University of Coimbra, Coimbra, Portugal

Corresponding author, Departamento de Química, FCTUC, Universidade de Coimbra, P-3000 Coimbra, Portugal.

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https://doi.org/10.1002/jpp.554Cited by:21 (Source: Crossref)

Abstract

Manganese complexes of 5,15-diaryl-β-substituted-porphyrins were prepared and their behaviour as oxidation catalysts was studied. The role of the pyrrolic and meso-substituents on the activity and selectivity of these catalysts was studied to reveal new structure–activity relationships in these porphyrin-based epoxidation catalysts. The beneficial effect of the halogen atoms at the meso-phenyls is still observed with these catalysts but, for the first time, a strong dependence on the selectivity of the epoxide production was found to be dependent on the nature of the non-halogen substituents at the β-pyrrolic positions of the porphyrin.

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