Chemoenzymatic cascades are an important tool for advanced synthesis in chemistry. However, these cascades are often limited due to the incompatibility issue between two distinct catalysts and reactions. To address this issue, we present a simple multistep one-pot platform, in which nanoparticle catalysts are prepared to allow chemo- and biocatalytic reactions performed sequentially in water and Pickering emulsions. The preparation of particle catalysts is accomplished in just two steps by polymer modifications and [RuCl2(p-cymene)]2 coordination, while the benefits of using them for chemoenzymatic synthesis are multifaceted. They act not only as asymmetric catalysts for asymmetric transfer hydrogenation from acetophenone to 1-phenylethanol in water with up to 99 % conversion and 93 % ee, but also as an emulsifier to form stable Pickering emulsions. By the addition of Candida antarctica lipase B into the emulsions, the second-step reaction of enantioselective acylation was achieved with 38 % conversion and 99 % ee. Therefore, we successfully present a simple method to enable chemoenzymatic cascades by combining particle catalysts and enzymes in water and Pickering emulsions in a sequential fashion, which can be generalized for other cascade syntheses with different chemo- and biocatalysts in the future.
Bibliografisk noteFunding Information:
We thank for financial support from the Independent Research Fund Denmark (DFF) within the framework of the Sapere Aude leader program. Novo Nordisk Foundation is acknowledged for its generous funding. The use of the HZDR Ion Beam Center TEM facilities and the funding of TEM Talos by the German Federal Ministry of Education and Research (BMBF), Grant No. 03SF0451, in the framework of HEMCP are acknowledged. We are grateful to Mr. Christian Jørgensen for the assistance with solid NMR experiments and Andreas Worbs for SEM imaging. S. W. thanks the China Scholarship Council (CSC) for the financial support.
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