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Literature DB >> 15989358

Why, on interaction of urea-based receptors with fluoride, beautiful colors develop.

David Esteban-Gómez¹, Luigi Fabbrizzi, Maurizio Licchelli.

Abstract

[reaction: see text] Urea-based receptors, containing electron-withdrawing chromogenic substituents, in a DMSO solution, in the presence of varying excess of fluoride, do not form H-bond complexes, but undergo stepwise deprotonation of the two N-H fragments, an event which is signaled by the development of vivid colors. Double deprotonation is also observed in the presence of hydroxide. Less basic anions (CH3COO-, H2PO4-) induce deprotonation of only one N-H.

Entities: Chemical

Mesh：

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Year: 2005 PMID： 15989358 DOI： 10.1021/jo050528s

Source DB: PubMed Journal: J Org Chem ISSN： 0022-3263 Impact factor: 4.354

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Cited

14 in total

1. Pyrrole based Schiff bases as colorimetric and fluorescent chemosensors for fluoride and hydroxide anions.

Authors: Sivan Velmathi; Vijayaraghavan Reena; Sivalingam Suganya; Sambandam Anandan
Journal: J Fluoresc Date: 2011-08-13 Impact factor: 2.217

2. A Schiff-based colorimetric fluorescent sensor with the potential for detection of fluoride ions.

Authors: Cheng-Yin Huang; Chin-Feng Wan; Jiun-Ly Chir; An-Tai Wu
Journal: J Fluoresc Date: 2013-07-27 Impact factor: 2.217

3. A colorimetric and ratiometric fluorescent chemosensor for fluoride based on proton transfer.

Authors: Chuandong Jia; Biao Wu; Jianjun Liang; Xiaojuan Huang; Xiao-Juan Yang
Journal: J Fluoresc Date: 2009-10-17 Impact factor: 2.217

4. Opposite substituent effects in the ground and excited states on the acidity of N-H fragments involved in proton transfer reaction in aromatic urea compounds.

Authors: Kei Togasaki; Tatsuo Arai; Yoshinobu Nishimura
Journal: Photochem Photobiol Sci Date: 2021-03-27 Impact factor: 3.982

5. 2-(4-Formylphenyl)phenanthroimidazole as a colorimetric and fluorometric probe for selective fluoride ion sensing.

Authors: Fanpeng Kong; Qingjian Liu; Xue Wu; Zhen Wang; Qing Chen; Lusheng Chen
Journal: J Fluoresc Date: 2011-02-24 Impact factor: 2.217

6. Synthesis of indolo[3,2-b]carbazole-based new colorimetric receptor for anions: A unique color change for fluoride ions.

Authors: Ajit Kumar Mahapatra; Giridhari Hazra; Prithidipa Sahoo
Journal: Beilstein J Org Chem Date: 2010-02-08 Impact factor: 2.883

Why, on interaction of urea-based receptors with fluoride, beautiful colors develop.

1. Pyrrole based Schiff bases as colorimetric and fluorescent chemosensors for fluoride and hydroxide anions.

2. A Schiff-based colorimetric fluorescent sensor with the potential for detection of fluoride ions.

3. A colorimetric and ratiometric fluorescent chemosensor for fluoride based on proton transfer.

4. Opposite substituent effects in the ground and excited states on the acidity of N-H fragments involved in proton transfer reaction in aromatic urea compounds.

5. 2-(4-Formylphenyl)phenanthroimidazole as a colorimetric and fluorometric probe for selective fluoride ion sensing.

6. Synthesis of indolo[3,2-b]carbazole-based new colorimetric receptor for anions: A unique color change for fluoride ions.

7. A fluorescent probe for rapid aqueous fluoride detection and cell imaging.

8. Fluoride Anion Recognition by a Multifunctional Urea Derivative: An Experimental and Theoretical Study.

9. Spectral and DFT studies of anion bound organic receptors: Time dependent studies and logic gate applications.

10. A Fluorescent Ditopic Rotaxane Ion-Pair Host.