Chiral anion recognition by color change utilizing thiourea, azophenol, and glucopyranosyl groups

Tetrahedron Letters

Volumn 49, Issue 29-30, 2008, Pages 4522-4525

  Choi, Min Ki ^a   Kim, Ha Na ^b   Choi, Hee Jung ^a   Yoon, Juyoung ^b   Hyun, Myung Ho ^a  

^a Pusan National University   (South Korea)

^b Ewha Womans University   (South Korea)

Author keywords

[No Author keywords available]

Indexed keywords

AZOPHENOL; CARBOXYLIC ACID DERIVATIVE; DYE; GLUCOSE DERIVATIVE; NAPROXEN; THIOUREA;

ARTICLE; BINDING SITE; CHIRALITY; CHROMATOPHORE; COLOR; COLORIMETRY; SYNTHESIS;

EID: 44749086416     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2008.05.055     Document Type: Article

References (50)

1. Kim S.K., Kim H.N., Xiaoru Z., Lee H.N., Lee H.N., Soh J.H., Swamy K.M.K., and Yoon J. Supramol. Chem. 19 (2007) 221
2. Wright A.T., and Anslyn E.V. Chem. Soc. Rev. 35 (2006) 14
3. Yoon J., Kim S.K., Singh N.J., and Kim K.S. Chem. Soc. Rev. 35 (2006) 355
4. Gale P.A. Acc. Chem. Res. 39 (2006) 465
5. Gunnlaugsson T., Glynn M., Tocci G.M., Kruger P.E., and Pfeffer F.M. Coord. Chem. Rev. 250 (2006) 3094
6. Martínez-Máñez R., and Sancanón F. Chem. Rev. 103 (2003) 4419
7. Beer P.D., and Gale P.A. Angew. Chem., Int. Ed. 40 (2001) 486
8. Sessler J.L., and Davis J.M. Acc. Chem. Res. 34 (2001) 989
9. Pu L. Chem. Rev. 104 (2004) 1687 and references cited therein
10. Miyaji H., Hong S.-J., Jeong S.-D., Yoon D.-W., Na H.-K., Hong J., Ham S., Sessler J.L., and Lee C.-H. Angew. Chem., Int. Ed. 46 (2007) 2508
11. Ragusa A., Hayes J.M., Light M.E., and Kilburn J.D. Chem. Eur. J. 13 (2007) 2717
12. Xu K.-X., Wu X.-J., He Y.-B., Liu S.-Y., Qing G.-Y., and Meng L.-Z. Tetrahedron: Asymmetry 16 (2005) 833
13. Jadhav V.D., and Schmidtchen F.P. Org. Lett. 8 (2006) 2329
14. Kameta N., Nagawa Y., Karikomi M., and Hiratani K. Chem. Commun. (2006) 3714
15. Ragusa A., Rossi S., Hayes J.M., Stein M., and Kilburn J.D. Chem. Eur. J. 11 (2005) 5674
16. Yang D., Li X., Fan Y.-F., and Zhang D.-W. J. Am. Chem. Soc. 127 (2005) 7996
17. Li Z.-B., Lin J., and Pu L. Angew. Chem., Int. Ed. 44 (2005) 1690
18. Kim S.-G., Kim K.-H., Kim Y.K., Shin S.K., and Ahn K.H. J. Am. Chem. Soc. 125 (2003) 13819
19. Qing G.-Y., He Y.-B., Zhao Y., Hu C.-G., Liu S.-Y., and Yang X. Eur. J. Org. Chem. (2006) 1574
20. Hess S., Gustafson K.R., Milanowski D.J., Alvira E., Lipton M.A., and Pannell L.K. J. Chromatogr. A 1035 (2004) 211
21. Peter A., Torok R., Wright K., Wakselman M., and Mazaleyrat J.P. J. Chromatogr. A 1021 (2003) 1
22. Peter A., Lazar L., Fulop F., and Armstrong D.W. J. Chromatogr. A 926 (2001) 229
23. Peer A., Olajos E., Casimir R., Tourwe D., Broxterman Q.B., Kaptein B., and Armstrong D.W. J. Chromatogr. A 871 (2000) 105
24. Oshovsky G.V., Verboom W., Fokkens R.H., and Reinhoudt D.N. Chem. Eur. J. 10 (2004) 2739
25. Benito J.M., Gomez-Garcia M., Blanco J.L.J., Mellet C.O., and Fernandez J.M.G. J. Org. Chem. 66 (2001) 1366
26. Kim Y.K., Lee H.N., Singh N.J., Choi H.J., Xue J.Y., Kim K.S., Yoon J., and Hyun M.H. J. Org. Chem. 73 (2008) 301
27. +).
28. Lintuluoto J.M., Nakayama K., and Setsune J.-i. Chem. Commun. (2006) 3492
29. Tran C.D., and Oliveira D. Anal. Biochem. 356 (2006) 51
30. Tang K., Chen Y., Huang K., and Liu J. Tetrahedron: Asymmetry 18 (2007) 2399
31. Fireman-Shoresh S., Marx S., and Avnir D. Adv. Mater. 19 (2007) 2145
32. Hyun M.H., Boo C.J., Choi H.J., Kim Y.K., Kang B.S., Ha H.J., Choi M.K., and Tan G. Bull. Korean Chem. Soc. 27 (2006) 1769
33. Gonzalez S., Pelaez R., Sanz F., Jimenez M.B., Moran J.R., and Caballero M.C. Org. Lett. 8 (2006) 4679
34. Roussel C., Roman M., Andreoli F., Del Rio A., Faure R., and Vanthuyne N. Chirality 18 (2006) 762
35. Kyne G.M., Light M.E., Hursthouse M.B., de Mendoza J., and Kilburn J.D. J. Chem. Soc., Perkin Trans. 1 (2001) 1258
36. Lawless L.J., Blackburn A.G., Ayling A.J., Perez-Payan M.N., and Davis A.P. J. Chem. Soc., Perkin Trans. 1 (2001) 1329
37. Lee D.H., Lee K.H., and Hong J.-I. Org. Lett. 3 (2001) 5
38. Muche M.-S., and Göbel M.W. Angew. Chem., Int. Ed. 35 (1996) 2126
39. Lee J.H., Park J., Lah M.S., Chin J., and Hong J.-I. Org. Lett. 9 (2007) 3729
40. Lee D.H., Im J.H., Son S.U., Chung Y.K., and Hong J.-I. J. Am. Chem. Soc. 125 (2003) 7752
41. Lee D.H., Kim S.Y., and Hong J.-I. Angew. Chem., Int. Ed. 43 (2004) 4777
42. Han M.S., and Kim D.H. Angew. Chem., Int. Ed. 41 (2002) 3809
43. Lee K.H., Lee H.-Y., Lee D.H., and Hong J.-I. Tetrahedron Lett. 42 (2001) 5447
44. Lee D.H., Lee H.Y., Lee K.H., and Hong J.-I. Chem. Commun. (2001) 1188
45. Li Y., Cao L., and Tian H. J. Org. Chem. 71 (2006) 8279
46. Jun E.J., Swamy K.M.K., Bang H., Kim S.-J., and Yoon J. Tetrahedron Lett. 47 (2006) 3103
47. Kim S.K., Bok J.H., Bartsch R.A., Lee J.Y., and Kim J.S. Org. Lett. 7 (2005) 4839
48. Kwon J.Y., Jang Y.J., Kim S.K., Lee K.-H., Kim J.S., and Yoon J. J. Org. Chem. 69 (2004) 5155
49. Cho E.J., Moon J.W., Ko S.W., Lee J.Y., Kim S.K., Yoon J., and Nam K.C. J. Am. Chem. Soc. 125 (2003) 12376
50. Gunnlaugsson T., Kruger P.E., Lee T.C., Parkesh R., Pfeffer F.M., and Hussey G.M. Tetrahedron Lett. 44 (2003) 6575