Cooperative trifunctional organocatalysts for proficient proton transfer reactions

Ryan Kenny, Fei Liu

    Research output: Contribution to journalArticlepeer-review

    6 Citations (Scopus)

    Abstract

    Cooperativity is essential to proficient catalysis, and designing biomimetic, cooperative catalysis is a major avenue to finding new and efficient chemical reactions with practical applications. One challenge in designed cooperative catalysis is to access high catalytic proficiency (large enhancement in both rate and enantioselectivity) as seen in biocatalysis. Here described is an approach of developing and investigating trifunctional organocatalysts with three distinct catalytic functionalities, in order to understand how cooperativity could be organized for enantioselective activation that confers the observed proficiency in a tandem Michael-aldol-proton transfer elimination model reaction. This in future may assist in finding not just cooperative but also regulated catalysis to expand the level of catalytic complexity and efficiency in biomimetic systems.
    Original languageEnglish
    Pages (from-to)535-553
    Number of pages19
    JournalChemical Record
    Volume17
    Issue number5
    DOIs
    Publication statusPublished - May 2017

    Keywords

    • cooperativity design
    • asymmetric biomimetic catalysis
    • enantioselective activation
    • the Morita-Baylis-Hillman reaction mechanism
    • organized catalysis

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