Development of heterogeneous enantioselective catalysts using chiral metal-organic frameworks (MOFs)

Jeehwan Han, Seongwoo Kim, Mi Sun Lee, Min Kim, Nakcheol Jeong

    Research output: Contribution to journalArticlepeer-review

    1 Citation (Scopus)

    Abstract

    Substrate size discrimination by the pore size and homogeneity of the chiral environment at the reaction sites are important issues in the validation of the reaction site in metal-organic framework (MOF)–based catalysts in an enantioselective catalytic reaction system. Therefore, a method of validating the reaction site of MOF-based catalysts is necessary to investigate this issue. Substrate size discrimination by pore size was accomplished by comparing the substrate size versus the reaction rate in two different types of carbonyl-ene reactions with two kinds of MOFs. The MOF catalysts were used to compare the performance of the two reaction types (Zn-mediated stoichiometric and Ti-catalyzed carbonyl-ene reactions) in two different media. Using the proposed method, it was observed that the entire MOF crystal participated in the reaction, and the interior of the crystal pore played an important role in exerting chiral control when the reaction was stoichiometric. Homogeneity of the chiral environment of MOF catalysts was established by the size control method for a particle used in the Zn-mediated stoichiometric reaction system. The protocol proposed for the catalytic reaction revealed that the reaction mainly occurred on the catalyst surface regardless of the substrate size, which reveals the actual reaction sites in MOF-based heterogeneous catalysts. This method for reaction site validation of MOF catalysts suggests various considerations for developing heterogeneous enantioselective MOF catalysts.

    Original languageEnglish
    Article numbere60624
    JournalJournal of Visualized Experiments
    Volume2020
    Issue number155
    DOIs
    Publication statusPublished - 2019 Jan

    Keywords

    • Carbonyl-ene reaction
    • Chemistry
    • Chiral environment
    • Enantiomeric excess
    • Heterogeneous catalysts
    • Issue 155
    • Metal-organic frameworks
    • Particle size effect

    ASJC Scopus subject areas

    • General Neuroscience
    • General Chemical Engineering
    • General Biochemistry,Genetics and Molecular Biology
    • General Immunology and Microbiology

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