New fluorous/organic biphasic systems achieved by solvent tuning.

Tetrahedron
Qianli ChuDennis P Curran

Abstract

Miscibility tests between sixty pairs of fluorous and organic solvents have been performed, and a number of biphasic systems based on hydrofluoroether solvents have been identified. Mutual solubilities of a series of fluorous and organic solvents have been measured to ascertain the compositions of the biphasic systems. A qualitative solvent tuning strategy based on solvent polarity and fluorophilicity/phobicity is introduced. Solvent tuning is then used to modulate the partition coefficients (P) of triarylphosphines with 0-3 fluorous tags. The results lay a foundation for future applications of these and related biphasic systems in catalysis and extraction.

References

Dec 14, 2002·Chemical Communications : Chem Comm·Henrik BirkedalPhilip Pattison
May 30, 2008·Tetrahedron·Wei Zhang, Dennis P Curran

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Citations

Oct 3, 2014·The Journal of Physical Chemistry. B·Guido Falk von RudorffDaniel Sebastiani
Aug 25, 2015·Journal of the American Chemical Society·Zhenxing XiJohn A Gladysz
Oct 6, 2009·Journal of Fluorine Chemistry·Dennis P Curran
Jun 25, 2010·Chemistry : a European Journal·Nathan J Van Zee, Veljko Dragojlovic
Jan 24, 2015·Angewandte Chemie·Benson J JelierChadron M Friesen
Jun 11, 2015·Chemical Communications : Chem Comm·Marius MamoneBenoit Crousse
Jan 1, 2009·Beilstein Journal of Organic Chemistry·Kevin Pels, Veljko Dragojlovic
Jul 23, 2015·Beilstein Journal of Organic Chemistry·Brendon A ParsonsVeljko Dragojlovic
Dec 2, 2008·Beilstein Journal of Organic Chemistry·Maksim OsipovStephen G Weber
Feb 18, 2017·Journal of Computational Chemistry·Guido F von RudorffDaniel Sebastiani
Sep 2, 2009·Organic Letters·Nathan J Van Zee, Veljko Dragojlovic
Jan 17, 2009·Chemical Reviews·Wei Zhang
Jan 18, 2018·The Journal of Organic Chemistry·Michael P D'Erasmo, Ryan P Murelli

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