An exploration of ferrocenyl ureas as enantioselective electrochemical sensors for chiral carboxylate anions

The Journal of Organic Chemistry
Yasmine WillenerJames H R Tucker

Abstract

The syntheses of a series of chiral ureas containing the redox-active ferrocene group are described. Each of these bind chiral carboxylates in organic solvents through hydrogen-bonding interactions, as evidenced by spectroscopic and cyclic voltammetry measurements, the latter allowing these guests to be electrochemically sensed in solution. The enantioselectivity in the complexation of the protected amino acid N-benzenesulfonylproline by a ferrocenylbenzyl host is high enough to allow opposite enantiomers to be distinguished by electrochemical means.

References

Feb 7, 1997·The Journal of Organic Chemistry·Christopher J. MoodyPeter T. Gallagher
Jul 19, 2002·Chemical Society Reviews·James H R Tucker, Simon R Collinson
Aug 30, 2002·Analytical Chemistry·Andrew P AbbottPavel Kocovský
Mar 11, 2004·Chemical Reviews·Lin Pu
Jun 5, 2004·Chemical Communications : Chem Comm·Christopher J Moody
Oct 27, 2006·The Journal of Organic Chemistry·Yann MolardJames H R Tucker

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Citations

Oct 29, 2008·Chemical Communications : Chem Comm·Kévin M JolyChristopher J Moody
Aug 12, 2015·ACS Combinatorial Science·Filip UlatowskiJanusz Jurczak
Jul 28, 2016·The Journal of Organic Chemistry·Dawid LichosytJanusz Jurczak
Mar 21, 2015·Dalton Transactions : an International Journal of Inorganic Chemistry·Andrea MulasJames H R Tucker
Apr 10, 2015·Dalton Transactions : an International Journal of Inorganic Chemistry·Zhi-Hui ZhangHsiu-Yi Chao
Mar 30, 2016·Chemical Communications : Chem Comm·Jason Y C LimPaul D Beer
Aug 21, 2015·Chemical Communications : Chem Comm·Jason Y C LimPaul D Beer
Sep 29, 2011·Chemistry : a European Journal·Nicholas H EvansPaul D Beer
Sep 11, 2014·Angewandte Chemie·Nicholas H Evans, Paul D Beer
Jul 12, 2018·Chemistry : a European Journal·Jan Sokolov, Vladimír Šindelář
Jul 29, 2009·Chemistry : a European Journal·Juan M Casas-SolvasAntonio Vargas-Berenguel
Sep 8, 2010·Chemical Society Reviews·Philip A Gale
Nov 11, 2010·Organic & Biomolecular Chemistry·Nicholas H Evans, Paul D Beer
Sep 30, 2015·Chemistry : a European Journal·Jarosław M Granda, Janusz Jurczak
Feb 23, 2013·Organic & Biomolecular Chemistry·Alicia Megia-FernandezFrancisco Santoyo-Gonzalez
May 3, 2014·Chemistry : a European Journal·Vicente Martí-CentellesSantiago V Luis
Jul 31, 2013·Organic & Biomolecular Chemistry·Christie L BeckArthur H Winter
Jun 12, 2010·Journal of the American Chemical Society·Giorgio MirriJames H R Tucker
Mar 10, 2010·The Journal of Organic Chemistry·Kévin M JolyJames H R Tucker
May 23, 2015·Chemical Reviews·Nathalie BusschaertPhilip A Gale
Apr 14, 2015·The Journal of Organic Chemistry·Filip Ulatowski, Janusz Jurczak
Aug 14, 2020·The Journal of Organic Chemistry·Samuel I EtkindTimothy M Swager
Jan 10, 2020·Chemical Reviews·Robert HeinJason J Davis

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