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Issue 8, 2014
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Transitioning organic synthesis from organic solvents to water. What's your E Factor?

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Abstract

Traditional organic chemistry, and organic synthesis in particular, relies heavily on organic solvents, as most reactions involve organic substrates and catalysts that tend to be water-insoluble. Unfortunately, organic solvents make up most of the organic waste created by the chemical enterprise, whether from academic, industrial, or governmental labs. One alternative to organic solvents follows the lead of Nature: water. To circumvent the solubility issues, newly engineered “designer” surfactants offer an opportunity to efficiently enable many of the commonly used transition metal-catalyzed and related reactions in organic synthesis to be run in water, and usually at ambient temperatures. This review focuses on recent progress in this area, where such amphiphiles spontaneously self-aggregate in water. The resulting micellar arrays serve as nanoreactors, obviating organic solvents as the reaction medium, while maximizing environmental benefits.

Graphical abstract: Transitioning organic synthesis from organic solvents to water. What's your E Factor?

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Publication details

The article was received on 21 Mar 2014, accepted on 15 May 2014 and first published on 02 Jul 2014


Article type: Critical Review
DOI: 10.1039/C4GC00503A
Author version available: Download Author version (PDF)
Citation: Green Chem., 2014,16, 3660-3679
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    Transitioning organic synthesis from organic solvents to water. What's your E Factor?

    B. H. Lipshutz and S. Ghorai, Green Chem., 2014, 16, 3660
    DOI: 10.1039/C4GC00503A

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