Glycerol-based solvents as green reaction media in epoxidations with hydrogen peroxide catalysed by bis[3,5-bis(trifluoromethyl)-diphenyl] diselenide

Héctor García-Marín; John C. van der Toorn; José A. Mayoral; José I. García; Isabel W. C. E. Arends

doi:10.1039/B913052G

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Green Chemistry

Issue 10, 2009

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Glycerol-based solvents as green reaction media in epoxidations with hydrogen peroxide catalysed by bis[3,5-bis(trifluoromethyl)-diphenyl] diselenide

Héctor García-Marín , John C. van der Toorn , José A. Mayoral , José I. García and Isabel W. C. E. Arends

Green Chem., 2009, 11, 1605-1609

DOI: 10.1039/B913052G
Received 15 Apr 2009, Accepted 19 Jun 2009
First published on the web 22 Jul 2009

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Abstract
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A family of glycerol-based solvents, consisting of eighteen 1,3-dialkoxy-2-propanols and 1,2,3-trialkoxypropanes, both symmetrically and unsymmetrically substituted at terminal positions, has been tested as new solvents in cyclooctene epoxidation with hydrogen peroxide, using a diselenide catalyst, but also without a catalyst. A quantitative relationship between the reactivity and solvent polarity properties has been developed through statistical linear regression analyses, and the predictive ability of the resulting equation has been demonstrated.

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Complete tables of solvent polarity parameters andexperimental responses used in the statistical analyses
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Héctor García-Marín
John C. van der Toorn
José A. Mayoral
José I. García
Isabel W. C. E. Arends

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Glycerol-based solvents as green reaction media in epoxidations with hydrogen peroxide catalysed by bis[3,5-bis(trifluoromethyl)-diphenyl] diselenide

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