Anion binding vs. deprotonation in colorimetric pyrrolylamidothiourea based anion sensors.

A pyrrolylamidothiourea deprotonates in the presence of one equivalent of not only fluoride, but also acetate, benzoate or dihydrogen phosphate in DMSO solution with structural studies using synchrotron radiation confirming thiourea deprotonation in the solid state.

[1]  T. Gunnlaugsson,et al.  Colorimetric "naked eye" sensing of anions in aqueous solution. , 2005, The Journal of organic chemistry.

[2]  M. Licchelli,et al.  Why, on interaction of urea-based receptors with fluoride, beautiful colors develop. , 2005, The Journal of organic chemistry.

[3]  Maurizio Licchelli,et al.  Urea vs. thiourea in anion recognition. , 2005, Organic & biomolecular chemistry.

[4]  E. Monzani,et al.  Anion-induced urea deprotonation. , 2005, Chemistry.

[5]  Xiaojun Wu,et al.  Two Thiourea-based Colorimetric Sensors for Anions: Structure and Binding Study , 2004 .

[6]  E. Monzani,et al.  Nature of urea-fluoride interaction: incipient and definitive proton transfer. , 2004, Journal of the American Chemical Society.

[7]  M. Ward,et al.  Biphenyl macrolactams in anion complexation. Selective naked-eye fluoride recognition , 2004 .

[8]  Z. Li,et al.  Development of N-benzamidothioureas as a new generation of thiourea-based receptors for anion recognition and sensing. , 2004, The Journal of organic chemistry.

[9]  L. Meng,et al.  Synthesis of Two Branched Fluorescent Receptors and Their Binding Properties for Dicarboxylate Anions , 2004 .

[10]  L. Meng,et al.  Anionic Fluororeceptors based on Thiourea and Hydrazide: Synthesis and Recognition Properties , 2004 .

[11]  T. Gunnlaugsson,et al.  Simple naphthalimide based anion sensors: deprotonation induced colour changes and CO2 fixation , 2003 .

[12]  Félix Sancenón,et al.  Fluorogenic and chromogenic chemosensors and reagents for anions. , 2003, Chemical reviews.

[13]  Thawatchai Tuntulani,et al.  Chromogenic anion sensors. , 2003, Chemical Society reviews.

[14]  Philip A. Gale,et al.  Nitrophenyl derivatives of pyrrole 2,5-diamides: structural behaviour, anion binding and colour change signalled deprotonation. , 2003, Organic & biomolecular chemistry.

[15]  Philip A. Gale,et al.  Anion-anion assembly: a new class of anionic supramolecular polymer containing 3,4-dichloro-2,5-diamido-substituted pyrrole anion dimers. , 2002, Journal of the American Chemical Society.

[16]  Philip A. Gale,et al.  Confirmation of a ‘cleft-mode’ of binding in a 2,5-diamidopyrrole anion receptor in the solid state , 2002 .

[17]  Philip A. Gale,et al.  Solution and solid-state studies of 3,4-dichloro-2,5-diamidopyrroles: formation of an unusual anionic narcissistic dimer. , 2002, Chemical communications.

[18]  Philip A. Gale,et al.  2-amidopyrroles and 2,5-diamidopyrroles as simple anion binding agents. , 2001, The Journal of organic chemistry.

[19]  C. R. A. Catlow,et al.  A new high-flux chemical and materials crystallography station at the SRS Daresbury. 1. Design, construction and test results. (vol 4, pg 279, 1999) , 1997 .

[20]  F. G. Bordwell,et al.  Equilibrium Acidities in Dimethyl Sulfoxide Solution , 1988 .