Selective colorimetric sensing for F- by a cleft-shaped anion receptor containing amide and hydroxyl as recognition units

Sensors and Actuators, B: Chemical

Volumn 140, Issue 2, 2009, Pages 467-472

  Bao, Xiaoping ^a   Yu, Jinhua ^a   Zhou, Yuhui ^b  

^a BEIJING UNIVERSITY OF POSTS AND TELECOMMUNICATIONS   (China)

^b GUIZHOU UNIVERSITY   (China)

Author keywords

Amide; Anion binding; Colorimetric sensing; Hydrogen bond; Hydroxyl

Indexed keywords

AMIDE GROUPS; ANION BINDING; ANION RECEPTOR; ANION RECOGNITION; COLORIMETRIC SENSING; FLUORESCENCE ENHANCEMENT; H NMR SPECTRA; H-BONDING INTERACTION; HYDROXYL; NAKED-EYE; RECOGNITION UNITS; REFERENCE COMPOUNDS; VISIBLE COLOR CHANGES;

AMIDES; BINDING SITES; COLOR; COLORIMETRY; FLUORESCENCE; HYDROGEN; HYDROGEN BONDS; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY;

NEGATIVE IONS;

EID: 67649361321     PISSN: 09254005     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.snb.2009.04.056     Document Type: Article

References (21)

1. Beer P.D., and Gale P.A. Anion recognition and sensing: the state of the art and future perspectives. Angew. Chem., Int. Ed. 40 (2001) 486-516
2. Gale P.A. Anion and ion-pair receptor chemistry: highlights from 2000 and 2001. Coord. Chem. Rev. 240 (2003) 191-221
3. Gunnlaugsson T., Glynn M., Tocci G.M., Kruger P.E., and Pfeffer F.M. Anion recognition and sensing in organic and aqueous media using luminescent and colorimetric sensors. Coord. Chem. Rev. 250 (2006) 3094-3117
4. Kim S.Y., and Hong J.-I. Chromogenic and fluorescent chemodosimeter for detection of fluoride in aqueous solution. Org. Lett. 9 (2007) 3109-3112
5. -. Tetrahedron Lett. 48 (2007) 9151-9154
6. Davis A.P., Perry J.J., and Warham R.S. Anion recognition by alkyl cholates: neutral anionophores closely related to a natural product. Tetrahedron Lett. 39 (1998) 4569-4572
7. Kondo S.-I., Fukuda A., Yamamura T., Tanaka R., and Unno M. Anion recognition by a disiloxane-1,3-diol in organic solvents. Tetrahedron Lett. 48 (2007) 7946-7949
8. Ju J., Park M., Suk J.-M., Lah M.S., and Jeong K.-S. An anion receptor with NH and OH groups for hydrogen bonds. Chem. Commun. (2008) 3546-3548
9. Black C.B., Andrioltti B., Try A.C., Ruiperez C., and Sessler J.L. Dipyrrolylquinoxalines: efficient sensors for fluoride anion in organic solution. J. Am. Chem. Soc. 121 (1999) 10438-10439
10. Nishiyabu R., Palacios M.A., Dehaen W., and Anzenbacher Jr. P. Synthesis, structure, anion binding, and sensing by calix[4]pyrrole isomers. J. Am. Chem. Soc. 128 (2006) 11496-11504
11. Li Y., Cao L.F., and Tian H. Fluoride ion-triggered dual fluorescence switch based on naphthalimides winged zinc porphyrin. J. Org. Chem. 71 (2006) 8279-8282
12. Zhang X., Guo L., Wu F.Y., and Jiang Y.B. Development of fluorescent sensing of anions under excited-state intermolecular proton transfer signaling mechanism. Org. Lett. 5 (2003) 2667-2670
13. Liu S.Y., He Y.B., Wu J.L., Wei L.H., Qin H.J., Meng L.Z., and Hu L. Calix[4]arenes containing thiourea and amide moieties: neutral receptors toward α,ω-dicarboxylate anions. Org. Biomol. Chem. 2 (2004) 1582-1586
14. Shao J., Wang Y.H., Lin H., Li J.W., and Lin H.K. A novel indole phenylhydrazone receptor: synthesis and recognition for acetate anion. Sens. Actuators B 134 (2008) 849-853
15. Schneider H.J., and Yatsimirski A.K. Principles and Methods in Supramolecular Chemistry (2000), J. Wiley, New York
16. Wu F.Y., Li Z., Wen Z.C., Zhou N., Zhao Y.F., and Jiang Y.B. A novel thiourea-based dual fluorescent anion receptor with a rigid hydrazine spacer. Org. Lett. 4 (2002) 3203-3205
17. Liu S.Y., Law K.Y., He Y.B., and Chan W.H. Fluorescent enantioselective receptor for s-mandelate anion based on cholic acid. Tetrahedron Lett. 47 (2006) 7857-7860
18. Zhao Y.G., Zhang B.G., Duan C.Y., Lin Z.H., and Meng Q.J. A highly selective fluorescent sensor for fluoride through ESPT signaling transduction. New J. Chem. 30 (2006) 1207-1213
19. Chang K.J., Chae M.K., Lee C., Lee J.Y., and Jeong K.S. Biindolyl-based molecular clefts that bind anions by hydrogen-bonding interactions. Tetrahedron Lett. 47 (2006) 6385-6388
20. Quinlan E., Matthews S.E., and Gunnlaugsson T. Colorimetric recognition of anions using preorganized tetra-amidourea derived calix[4]arene sensors. J. Org. Chem. 72 (2007) 7497-7503
21. Zhang Y.H., Yin Z.M., Li Z.C., He J.Q., and Cheng J.P. Synthesis and anion recognition properties of pyrrole-bearing acyclic receptors. Tetrahedron 63 (2007) 7560-7564