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Synthesis of conjugated Mn porphyrin polymers with p-phenylenediamine building blocks and efficient aerobic catalytic oxidation of alcohols

Paper ID Volume ID Publish Year Pages File Format Full-Text
38874 45794 2016 6 PDF Available
Title
Synthesis of conjugated Mn porphyrin polymers with p-phenylenediamine building blocks and efficient aerobic catalytic oxidation of alcohols
Abstract

•A kind of metalloprophyrin conjugated polymer (MnP-AMP) was synthesized.•MnP-AMP was a highly ordered, highly developed micro- and mesoporous polymer.•MnP-AMP has a large surface area and was developed as a heterogeneous catalyst.•MnP-AMP contained CN groups and exhibited high catalytic activity to alcohols.•The catalyst still maintained high catalytic activity after reused 5 times.

A series of conjugated metalloporphyrin polymers (MnP-AMPs) were synthesized based on Buchwald-Hartwig aromatic amination with p-phenylenediamine and manganese tetraphenylporphyrin as building blocks, and N-heterocyclic carbene-palladium complex as catalyst. Brunauer–Emmett–Teller surface area analysis, scanning electron microscopy and transmission electron microscopy showed that MnP-AMPs had large surface areas and uniform pore sizes. The stable porous and superreticular conjugated structure of MnP-AMP further activated manganese ions in the porphin ring compared with those in the original monomanganeseporphyrin. Moreover, introducing CN bonds in MnP-AMP increased its polarity and affinity to alcohols, so MnP-AMP exhibited high catalytic activity when applied to aerobic oxidation of alcohols. For the catalysis of selective oxidation of benzyl alcohol to benzaldehyde with air, the conversion and aldehyde selectivity both reached up to 100% under mild condition in acetonitrile at 40 °C. MnP-AMP also remained stable in oxidation reaction system and still had high catalytic activity after several recycles.

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Keywords
N-Heterocyclic carbene; Aromatic amination; Conjugated metalloporphyrin polymer; Alcohol oxidation; Catalysis
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Synthesis of conjugated Mn porphyrin polymers with p-phenylenediamine building blocks and efficient aerobic catalytic oxidation of alcohols
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Publisher
Database: Elsevier - ScienceDirect
Journal: Applied Catalysis A: General - Volume 515, 10 April 2016, Pages 164–169
Authors
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Subjects
Physical Sciences and Engineering Chemical Engineering Catalysis
Get Full-Text Now
Don't Miss Today's Special Offer
Price was $35.95
You save - $31
Price after discount Only $4.95
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Full-text PDF Download
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Any Questions? feel free to contact us