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A Mild Catalytic Oxidation System: FePcOTf/H2O2 Applied for Cyclohexene Dihydroxylation.

Molecules (Basel, Switzerland) (2015-05-15)
Baocheng Zhou, Wenxing Chen
ZUSAMMENFASSUNG

Iron (III) phthalocyanine complexes were employed for the first time as a mild and efficient Lewis acid catalyst in the selective oxidation of cyclohexene to cyclohexane-1,2-diol. It was found that the catalyst FePcOTf shown excellent conversion and moderate selectivity relative to other iron (III) phthalocyanine complexes. The optimum conditions of the oxidation reaction catalyzed by FePcOTf/H2O2 have been researched in this paper. Iron (III) phthalocyanine triflate (1 mol %) as catalyst, hydrogen peroxide as oxidant, methanol as solvent, and a mole ratio of substrate and oxidant (H2O2) of 1:1 were used for achieving moderate yields of 1,2-diols under reflux conditions after eight hours.

MATERIALIEN
Produktnummer
Marke
Produktbeschreibung

Sigma-Aldrich
Silbernitrat, 99.9999% trace metals basis
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Silbertrifluormethansulfonat, ≥99%
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2-Cyclohexen-1-on, ≥95%
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Silbernitrat, BioReagent, suitable for plant cell culture, >99% (titration)
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Silbernitrat -Lösung, 2.5 % (w/v) AgNO3 in H2O
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Cyclohexenoxid, 98%
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Silbertrifluormethansulfonat, ≥99.95% trace metals basis
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Cyclohexen, inhibitor-free, ReagentPlus®, 99%
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Silbernitrat auf Kieselgel, extent of labeling: ~10 wt. % loading, +230 mesh
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Silbernitrat, anhydrous, ≥99.999% trace metals basis
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2-Cyclohexen-1-ol, 95%
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Silbernitrat, BioXtra, >99% (titration)
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29H,31H-Phthalocyanin, β-form, 98%
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Cyclohexen, contains 100 ppm BHT as inhibitor, ≥99.0%