4.8 Article

Compartmentalization of Incompatible Reagents within Pickering Emulsion Droplets for One-Pot Cascade Reactions

Journal

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 137, Issue 3, Pages 1362-1371

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ja512337z

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Funding

  1. Natural Science Foundation of China [20903064, 21173137]
  2. Program for New Century Excellent Talents in University [NECT-12-1030]
  3. Program for the Top Young Academic Leaders of Higher Learning Institutions of Shanxi [2011002]
  4. Middle-aged Innovative Talents of Higher Learning Institutions of Shanxi [20120202]

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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.

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