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Compartmentalization of incompatible reagents within Pickering emulsion droplets for one-pot cascade reactions

Yang, Hengquan; Fu, Luman; Wei, Lijuan; Liang, Jifen; Binks, Bernard P.

Authors

Hengquan Yang

Luman Fu

Lijuan Wei

Jifen Liang



Abstract

It is a dream that future synthetic chemistry can mimic living systems to process multistep cascade reactions in a one-pot fashion. One of the key challenges is the mutual destruction of incompatible or opposing reagents, for example, acid and base, oxidants and reductants. A conceptually novel strategy is developed here to address this challenge. This strategy is based on a layered Pickering emulsion system, which is obtained through lamination of Pickering emulsions. In this working Pickering emulsion, the dispersed phase can separately compartmentalize the incompatible reagents to avoid their mutual destruction, while the continuous phase allows other reagent molecules to diffuse freely to access the compartmentalized reagents for chemical reactions. The compartmentalization effects and molecular transport ability of the Pickering emulsion were investigated. The deacetalization–reduction, deacetalization–Knoevenagel, deacetalization–Henry and diazotization–iodization cascade reactions demonstrate well the versatility and flexibility of our strategy in processing the one-pot cascade reactions involving mutually destructive reagents.

Citation

Yang, H., Fu, L., Wei, L., Liang, J., & Binks, B. P. (2015). Compartmentalization of incompatible reagents within Pickering emulsion droplets for one-pot cascade reactions. Journal of the American Chemical Society, 137(3), 1362-1371. https://doi.org/10.1021/ja512337z

Journal Article Type Article
Acceptance Date Dec 3, 2014
Online Publication Date Dec 30, 2014
Publication Date Jan 20, 2015
Deposit Date Mar 15, 2016
Publicly Available Date Mar 29, 2024
Journal Journal of the American Chemical Society
Print ISSN 0002-7863
Electronic ISSN 1520-5126
Publisher American Chemical Society
Peer Reviewed Peer Reviewed
Volume 137
Issue 3
Pages 1362-1371
DOI https://doi.org/10.1021/ja512337z
Keywords Pickering emulsion droplets, One-pot cascade reactions
Public URL https://hull-repository.worktribe.com/output/412978
Publisher URL http://pubs.acs.org/doi/abs/10.1021/ja512337z
Additional Information This document is the Accepted Manuscript version of a Published Work that appeared in final form in Journal of the American Chemical Society, copyright © American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see DOI: 10.1021/ja512337z .

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