Enantioselective manganese-porphyrin-catalyzed epoxidation and C-H hydroxylation with hydrogen peroxide in water/methanol solutions.

The asymmetric epoxidation of alkene and hydroxylation of arylalkane derivatives by H(2)O(2) to give optically active epoxides (enantiomeric excess (ee) up to 68%) and alcohols (ee up to 57%), respectively, were carried out in water/methanol solutions using chiral water-soluble manganese porphyrins as catalysts.

First enantioselective iron-porphyrin-catalyzed sulfide oxidation with aqueous hydrogen peroxide.

The asymmetric oxidation of sulfides by H(2)O(2) to give optically active sulfoxides (ee up to 90%) was carried out in methanol and water using chiral water-soluble iron porphyrins as catalysts.

Self-assembled molecular wires from organoiron metalloligands and ruthenium tetramesitylporphyrin.

A trinuclear assembly of two (η(2)-dppe)(η(5)-C(5)Me(5))FeC≡C(4-Py) (Py = pyridyl) metalloligands apically coordinated to a ruthenium(II) tetramesitylporphyrin is demonstrated to behave as a molecular wire in the monooxidized state.

Highly enantioselective synthesis of cyclopropylphosphonates catalyzed by chiral ruthenium porphyrins.

[reaction: see text] The asymmetric addition of diisopropyl diazomethylphosphonate to styrene derivatives was carried out by using chiral ruthenium porphyrins as catalysts. The reaction proceeded under mild conditions and gave trans-cyclopropylphosphonates with good yields and high ee's (up to 92%). A progressive increase for stereochemical effectiveness exists between enantiomeric excess and the number of chiral goups linked to ruthenium porphyrins.

Organic cross-linked electropolymers as supported oxidation catalysts: poly((tetrakis(9,9'-spirobifluorenyl)porphyrin)manganese) films.

Anodic oxidation of free base and manganese complexes of tetraspirobifluorenylporphyrins leads to the coating of the working electrode by insoluble electroactive poly(9,9'-spirobifluorene-free and manganese porphyrin) films which electrochemical behavior and physicochemical properties are described. After removal from the electrode, the manganese-complexed polymers were evaluated as catalysts for the oxidation of alkenes by iodobenzene diacetate or iodosylbenzene. The results show that the reactions proceeded very efficiently at room temperature with good yields. The electrosynthesized polymer catalysts can be recycled by simple filtration and reused even up to the eighth cycle without loss of activity and selectivity. These results represent an important improvement over those previously described for manganese-porphyrin-catalyzed epoxidation reactions.

Poly(ruthenium carbonyl spirobifluorenylporphyrin): a new polymer used as a catalytic device for carbene transfer.

Oxidative electropolymerization of tetraspirobifluorenyl porphyrin ruthenium(II) carbonyl complexes can be used to coat Pt electrodes with polymeric films; after being removed from the electrode, these polymeric materials are able to catalyze the heterogeneous cyclopropanations and 2,3 sigmatropic rearrangements with ethyl diazoacetate.

Poly(9,9'-spirobifluorene-manganese porphyrin): a new catalytic material for oxidation of alkenes by iodobenzene diacetate and iodosylbenzene.

Anodic oxidation of tetraspirobifluorene-manganese porphyrin lead to the coating of the working electrode by insoluble electroactive poly(9,9'-spirobifluorene-manganese porphyrin) films for which electrochemical behaviour and physicochemical properties are described; these polymeric materials are able to catalyze the heterogeneous epoxidation of styrene with iodobenzene diacetate and iodosylbenzene.