Abstract
Mn(III)-complexes of tetraarylporphyrins 1–4 bearing a crown-ether covalently linked through a single flexible chain have been synthesized. Their basic frame is that of the robust tetra-(2,6-dichlorophenyl)porphyrin 5 and the chain is connected by ether linkage either to the ortho ( 1–2) or to the meta positions ( 3–4) of one meso-aryl group. Catalytic efficiency was tested in the epoxidation of the poorly reactive 1-dodecene at 0°C under CH 2Cl 2 H 2O two-phase conditions in the presence of NaOCl (pH 9.5–10.0) as oxygen donor. The results obtained led us to propose a general acid/base catalysis as an explanation for the positive effect of crown-ethers in the alkene epoxidations with this catalytic system.
Published Version
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