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Issue 42, 2016
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Organic synthesis reactions on-water at the organic–liquid water interface

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Abstract

Organic reactions that occur at the water interface for water-insoluble compounds, and reactions in water solution for water soluble compounds, has added a powerful dimension to prospects for organic synthesis under more beneficial economic and environmental conditions. Many organic molecules are partially soluble in water and reactions that appear as heterogeneous mixtures and suspensions may involve on-water and in-water reaction modes occurring simultaneously. The behavior of water molecules and organic molecules at this interface is discussed in the light of reported theoretical and experimental studies. The on-water catalytic effect, relative to neat reactions or organic solvents, ranges from factors of several hundred times to 1–2 times and it depends on the properties of reactant compounds. In some cases when on-water reactions produce quantitative yields of water-insoluble products they can reach ideal synthetic aspirations.

Graphical abstract: Organic synthesis reactions on-water at the organic–liquid water interface

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Publication details

The article was received on 09 Aug 2016, accepted on 30 Sep 2016 and first published on 30 Sep 2016


Article type: Review Article
DOI: 10.1039/C6OB01724J
Citation: Org. Biomol. Chem., 2016,14, 9945-9960
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    Organic synthesis reactions on-water at the organic–liquid water interface

    R. N. Butler and A. G. Coyne, Org. Biomol. Chem., 2016, 14, 9945
    DOI: 10.1039/C6OB01724J

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