Acenaphthenequinone based simple colorimetric anion sensor with only one binding site

Journal of Inclusion Phenomena and Macrocyclic Chemistry

Volumn 70, Issue 1-2, 2011, Pages 91-95

  Shao, Jie ^a  

^a NANJING FORESTRY UNIVERSITY   (China)

Author keywords

"Naked eye"; Acenaphthenequinone; Anion sensor; Quinonehydrazone; Tautomerization

Indexed keywords

EID: 79955988876     PISSN: 09230750     EISSN: None     Source Type: Journal    
DOI: 10.1007/s10847-010-9865-6     Document Type: Article

References (34)

1. Cammann, K., Ross, B., Katerkamp, A., Reinbold, J., Gründig, B., Renneberg, R.: "Chemical and biochemical sensors" in Ullman's encyclopedia of industrial chemistry, 6th edn. Wiley-VCH, New York (1998)
2. Kirk, L.K.: Biochemistry of the halogens and inorganic halides. Plenum Press, New York (1991)
3. M Kleerekoper 1998 The role of fluoride in the prevention of osteoporosis Endocrinol. Metabol. Clin. North Amer 27 441 452 10.1016/S0889-8529(05)70015-3 1:CAS:528:DyaK1cXktl2mur4%3D (Pubitemid 28285874)
4. Y Michigami Y Kuroda K Ueda Y Yamamoto 1993 Determination of urinary fluoride by ion chromatography Anal. Chim. Acta 274 299 302 10.1016/0003- 2670(93)80479-5 1:CAS:528:DyaK3sXit12nsbg%3D (Pubitemid 23071324)
5. JL Sessler D Cho V Lynch 2006 Diindolylquinoxalines: effective indole-based receptors for phosphate anion J. Am. Chem. Soc. 128 16518 16519 10.1021/ja067720b 1:CAS:528:DC%2BD28Xht12lsL7I (Pubitemid 46032728)
6. A Ghosh S Verma B Ganguly HN Ghosh A Das 2009 Influence of Urea N-H acidity on receptor-anionic and neutral analyte binding in a ruthenium(ii)-polypyridyl-based colorimetric sensor Eur. J. Inorg. Chem 17 2496 2507 10.1002/ejic.200900084
7. G Kim H Kim 2010 Doubly activated coumarin as a colorimetric and fluorescent chemodosimeter for cyanide Tetrahedron Lett. 51 185 187 10.1016/j.tetlet.2009.10.113 1:CAS:528:DC%2BD1MXhsFars7rM
8. V Luxami A Kumar MS Hundal S Kumar 2010 Internal electric field driven chromofluorescent chemodosimeter for fluoride ions Sensor. Actuat. B 145 1 6 10.1016/j.snb.2009.10.071
9. ASF Farinha AC Tomé JAS Cavaleiro 2010 (E)-3-(meso- Octamethylcalix[4]pyrrol-2-yl)propenal: a versatile precursor for calix[4]pyrrole-based chromogenic anion sensors Tetrahedron Lett. 51 2184 2187 10.1016/j.tetlet.2010.02.091 10.1016/j.tetlet.2010.02.091 1:CAS:528: DC%2BC3cXjslSntbs%3D
10. SK Kim DH Lee J Hong J Yoon 2009 Chemosensors for Pyrophosphate Acc. Chem. Res. 42 23 31 10.1021/ar800003f 1:CAS:528:DC%2BD1cXhtFaitLbJ
11. R Martínez-Máñez F Sancenón 2003 Fluorogenic and chromogenic chemosensors and reagents for anions Chem. Rev. 103 4419 4476 10.1021/cr010421e
12. Z Xu SK Kim J Yoon 2010 Revisit to imidazolium receptors for the recognition of anions: highlighted research during 2006-2009 Chem. Soc. Rev. 39 1457 1466 10.1039/b918937h 10.1039/b918937h 1:CAS:528:DC%2BC3cXltFKgtrc%3D
13. P Dydio T Zieliński J Jurczak 2010 7, 7'-Diureido-2, 2'-diindolylmethanes: anion receptors effective in a highly competitive solvent, methanol Org. Lett. 12 1076 1078 10.1021/ol1000395 10.1021/ol1000395 1:CAS:528:DC%2BC3cXht1KnurY%3D
14. ZM Hudson S Zhao R Wang S Wang 2009 Switchable ambient-temperature singlet-triplet dual emission in triarylboron-pt(II) complexes Chem. Eur. J 15 6131 6137 10.1002/chem.200900641 1:CAS:528:DC%2BD1MXnt12ltbs%3D
15. C Park J Hong 2010 A new fluorescent sensor for the detection of pyrophosphate based on a tetraphenylethylene moiety Tetrahedron Lett. 51 1960 1962 10.1016/j.tetlet.2010.02.009 10.1016/j.tetlet.2010.02.009 1:CAS:528:DC%2BC3cXjt1Kku7c%3D
16. J Shao Y Qiao H Lin H Lin 2009 A C3-symmetric colorimetric anion sensor bearing hydrazone groups as binding sites Spectrochim. Acta. A. Mol. Biomol. Spectrosc. 71 1736 1740 10.1016/j.saa.2008.06.025
17. M Arunachalam P Ghosh 2010 Bistripodand amide host for compartmental recognition of multiple oxyanions Org. Lett 12 328 331 10.1021/ol9026649 1:CAS:528:DC%2BD1MXhsFektr3K
18. J Shao H Lin H Lin 2008 A simple and efficient colorimetric anion sensor based on a thiourea group in DMSO and DMSO-water and its real-life application Talanta 75 1015 1020 10.1016/j.talanta.2007.12.041 1:CAS:528: DC%2BD1cXlvVOjsL0%3D
19. Z Xu NJ Singh J Lim J Pan HN Kim S Park KS Kim J Yoon 2009 Unique sandwich stacking of pyrene-adenine-pyrene for selective and ratiometric fluorescent sensing of ATP at physiological pH J. Am. Chem. Soc. 131 15528 15533 10.1021/ja906855a 1:CAS:528:DC%2BD1MXhtFKktLbM
20. J Shao X Yu X Xu H Lin Z Cai H Lin 2009 Colorimetric and fluorescent sensing of biologically important fluoride in physiological pH condition based on a positive homotropic allosteric system Talanta 79 547 551 10.1016/j.talanta.2009.02.023 1:CAS:528:DC%2BD1MXnvVClt70%3D
21. C Caltagirone A Mulas F Isaia V Lippolis PA Gale ME Light 2009 Metal-induced pre-organisation for anion recognition in a neutral platinum-containing receptor Chem. Commun. 41 6279 6281 10.1039/b912942a
22. 3 surfaces Chem. Eur. J 14 3006 3012 10.1002/chem.200700412 1:CAS:528:DC%2BD1cXltVartb0%3D
23. D Saha S Das C Bhaumik S Dutta S Baitalik 2010 Monometallic and bimetallic ruthenium(II) complexes derived from 4, 5-Bis(benzimidazol-2-yl) imidazole (H3Imbzim) and 2, 2'-bipyridine as colorimetric sensors for anions: synthesis, characterization, and binding studies Inorg. Chem 49 2334 2348 10.1021/ic9022272 1:CAS:528:DC%2BC3cXhtlKkt7k%3D
24. SV Bhosale SV Bhosale MB Kalyankar SJ Langford 2009 A core-substituted naphthalene diimide fluoride sensor Org. Lett 11 5418 5421 10.1021/ol9022722 1:CAS:528:DC%2BD1MXhtlGhtbvF
25. J Yoo M Kim S Hong JL Sessler C Lee 2009 Selective sensing of anions with calix[4]pyrroles strapped with chromogenic dipyrrolylquinoxalines J. Org. Chem. 74 1065 1069 10.1021/jo802059c 1:CAS:528:DC%2BD1cXhsFals7rP
26. X Lou L Qiang J Qin Z Li 2009 A new rhodamine-based colorimetric cyanide chemosensor: convenient detectingprocedure and high sensitivity and selectivity ACS Appl. Mater. Interfaces 1 2529 2535 10.1021/am900467b 1:CAS:528: DC%2BD1MXht1GltLzO
27. J Shao Y Wang H Lin J Li H Lin 2008 A novel indole phenylhydrazone receptor: synthesis and recognition for acetate anion Sensor. Actuat. B 134 849 853 10.1016/j.snb.2008.06.052
28. S Hu Y Guo J Xu S Shao 2008 A selective chromogenic molecular sensor for acetate anions in a mixed acetonitrile-water medium Org. Biomol. Chem 6 2071 2075 10.1039/b805291c 1:CAS:528:DC%2BD1cXms1OqtLw%3D (Pubitemid 351808231)
29. Z Lin S Ou C Duan B Zhang Z Bai 2006 Naked-eye detection of fluoride ion in water: a remarkably selective easy-to-prepare test paper Chem. Commun. 16 624 626 10.1039/b514337c
30. GW Lee N Kim K Jeong 2010 Synthesis of Biindole-Diazo Conjugates as a Colorimetric Anion Receptor Org. Lett 12 2634 2637 10.1021/ol100830b 1:CAS:528:DC%2BC3cXls1yqurY%3D
31. J Bourson J Pouget B Valeur 1993 Ion-responsive fluorescent compounds. 4. Effect of cation binding on the photophysical properties of a coumarin linked to monoaza- and diaza-crown ethers J. Phys. Chem. 97 4552 44570 10.1021/j100119a050 1:CAS:528:DyaK3sXisVCgsLs%3D
32. IV Korendovych M Cho PL Butler RJ Staples EV Rybak-Akimova 2006 Anion binding to monotopic and ditopic macrocyclic amides Org. Lett 8 3171 3174 10.1021/ol060786r 1:CAS:528:DC%2BD28Xmt12mtLY%3D (Pubitemid 44187408)
33. Jencks in, W.P., March, J.: Advanced organic chemistry, 3rd edn. Wiley, New York (1985)
34. M Boiocchi LD Boca DE Gómez L Fabbrizzi M Licchelli E Monzani 2004 Nature of urea-fluoride interaction: incipient and definitive proton transfer J. Am. Chem. Soc. 126 16507 16514 10.1021/ja045936c 1:CAS:528:DC%2BD2cXhtVagtLvN (Pubitemid 40081950)