A new imidazolium acridine derivative as fluorescent chemosensor for pyrophosphate and dihydrogen phosphate

Tetrahedron

Volumn 64, Issue 27, 2008, Pages 6402-6405

  Kim, Sook Kyung ^a   Seo, Dongwon ^b   Han, Su Jung ^a   Son, Guiyoup ^b   Lee, In Ja ^b   Lee, Chongmok ^a   Lee, Kap Duk ^b   Yoon, Juyoung ^a  

^a Ewha Womans University   (South Korea)

^b Dongguk University   (South Korea)

Author keywords

[No Author keywords available]

Indexed keywords

4,5 BIS(N BUTYL IMIDAZOLIUMMETHYL)ACRIDINE; ACRIDINE DERIVATIVE; IMIDAZOLE DERIVATIVE; PYROPHOSPHATE; SODIUM DIHYDROGEN PHOSPHATE;

ARTICLE; CHEMICAL INTERACTION; CHEMICAL STRESS; FLAME PHOTOMETRY; FLUORESCENCE ANALYSIS; HYDROGEN BOND; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PRIORITY JOURNAL; SENSOR; SYNTHESIS;

EID: 44349147167     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2008.04.085     Document Type: Article

References (57)

1. For recent reviews on anion receptors, see:
2. 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
3. Gale P.A. Acc. Chem. Res. 39 (2006) 465
4. Yoon J., Kim S.K., Singh N.J., and Kim K.S. Chem. Soc. Rev. 35 (2006) 355
5. Gunnlaugsson T., Glynn M., Tocci G.M., Kruger P.E., and Pfeffer F.M. Coord. Chem. Rev. 250 (2006) 3094
6. Beer P.D., and Gale P.A. Angew. Chem., Int. Ed. 40 (2001) 486
7. Callan J.F., de Silva A.P., and Magri D.C. Tetrahedron 61 (2005) 8551
8. Martínez-Máñez R., and Sancanón F. Chem. Rev. 103 (2003) 4419
9. de Silva A.P., Gunaratne H.Q.N., Gunnlaugsson T.A., Huxley T.M., McCoy C.P., Rademacher J.T., and Rice T.E. Chem. Rev. 97 (1997) 1515
10. Czarnik A.W. Acc. Chem. Res. 27 (1994) 302
11. Fabbrizzi L., and Poggi A. Chem. Soc. Rev. (1994) 197
12. Scenger W. Principles of Nucleic Acid Structure (1998), Springer, New York, NY
13. Mathews C.P., and van Hold K.E. Biochemistry (1990), The Benjamin/Cummings, Redwood City, CA
14. Lee H.N., Xu Z., Kim S.K., Swamy K.M.K., Kim Y., Kim S.-J., and Yoon J. J. Am. Chem. Soc. 129 (2007) 3828
15. Singh N.J., Jun E.J., Chellappan K., Thangadurai D., Chandran R.P., Hwang I.-C., Yoon J., and Kim K.S. Org. Lett. 9 (2007) 485
16. Lee H.N., Swamy K.M.K., Kim S.K., Kwon J.-Y., Kim Y., Kim S.-J., Yoon Y.J., and Yoon J. Org. Lett. 9 (2007) 243
17. McDonough M.J., Reynolds A.J., Lee W.Y.G., and Jolliffe K.A. Chem. Commun. (2006) 2971
18. Kim S.K., Singh N.J., Kwon J., Hwang I.-C., Park S.J., Kim K.S., and Yoon J. Tetrahedron 62 (2006) 6065
19. Jang Y.J., Jun E.J., Lee Y.J., Kim Y.S., Kim J.S., and Yoon J. J. Org. Chem. 70 (2005) 9603
20. Cho H.K., Lee D.H., and Hong J.-I. Chem. Commun. (2005) 1690
21. Kim S.K., Singh N.J., Kim S.J., Swamy K.M.K., Kim S.H., Keun-Lee H., Kim K.S., and Yoon J. Tetrahedron 61 (2005) 4545
22. Lee D.H., Kim S.Y., and Hong J.-I. Angew. Chem., Int. Ed. 43 (2004) 4777
23. Aldakov D., and Anzenbacher Jr. P. J. Am. Chem. Soc. 126 (2004) 4752
24. Aldakov D., and Anzenbacher Jr. P. Chem. Commun. (2003) 1394
25. Fabbrizzi L., Marcotte N., Stomeo F., and Taglietti A. Angew. Chem., Int. Ed. 41 (2002) 3811
26. Mizukami S., Nagano T., Urano Y., Odani A., and Kikuchi K. J. Am. Chem. Soc. 124 (2002) 3920
27. Gunnlaugsson T., Davis A.P., O'Brien J.E., and Glynn M. Org. Lett. 4 (2002) 2449
28. Swamy K.M.K., Kwon S.K., Lee H.N., Shanthakumar S.M., Kim J.S., and Yoon J. Tetrahedron Lett. 48 (2007) 8683
29. Lee H.N., Singh N.J., Kim S.K., Kwon J.Y., Kim Y.Y., Kim K.S., and Yoon J. Tetrahedron Lett. 48 (2007) 169
30. Pfeffer F.M., Seter M., Lewcenko N., and Barnett N.W. Tetrahedron Lett. 47 (2006) 5241
31. Thiagarajan V., Ramamurthy P., Thirumalai D., and Ramarkrishnan V.T. Org. Lett. 7 (2005) 657
32. Gunnlaugsson T., Davis A.P., Hussey G.M., Tierney J., and Glynn M. Org. Biomol. Chem. 2 (2004) 1856
33. Pohl R., Aldakov D., Kubát P., Jursíkova K., Marquez M., and Anzenbacher Jr. P. Chem. Commun. (2004) 1282
34. Yoon J., Kim S.K., Singh N.J., Lee J.W., Yang Y.J., Chellappan K., and Kim K.S. J. Org. Chem. 69 (2004) 581
35. Kim S.K., Singh N.J., Kim S.J., Kim H.G., Kim J.K., Lee J.W., Kim K.S., and Yoon J. Org. Lett. 5 (2003) 2083
36. Xu Z., Kim S., Lee K.-H., and Yoon J. Tetrahedron Lett. 48 (2007) 3797
37. Neelakandan P.P., Hariharan M., and Ramajah D. J. Am. Chem. Soc. 128 (2006) 11334
38. Wang S., and Chang Y.-T. J. Am. Chem. Soc. 128 (2006) 10380
39. Ojida A., Miyahara Y., Wongkongkatep J., Tamaru S.-I., Sada K., and Hamachi I. Chem.-Asian J. 1 (2006) 555
40. Kim S.K., Moon B.-S., Park J.H., Seo Y.I., Koh H.S., Yoon Y.J., Lee K.-D., and Yoon J. Tetrahedron Lett. 46 (2005) 6617
41. Kwon J.Y., Singh N.J., Kim H., Kim S.K., Kim K.S., and Yoon J. J. Am. Chem. Soc. 126 (2004) 8892
42. Abe H., Mawatari Y., Teraoka H., Fijimoto K., and Inouya M. J. Org. Chem. 69 (2004) 495
43. McCleskey S.C., Griffin M.J., Schneider S.E., McDevitt J.T., and Anslyn E.V. J. Am. Chem. Soc. 125 (2003) 1114
44. Sanceno'n F., Benito A., Lloris J.M., Martínez-Máñez R., Pardo T., and Soto J. Helv. Chim. Acta 85 (2002) 1505
45. Ojida A., Park S.-k., Mito-oka Y., and Hamachi I. Tetrahedron Lett. 43 (2002) 6193
46. Aoki S., and Kimura E. Rev. Mol. Biotechnol. 90 (2002) 129
47. Ojida A., Nonaka H., Miyahara Y., Tamaru S.-i., Sada K., and Hamachi I. Angew. Chem., Int. Ed. 45 (2006) 5518
48. Ojida A., and Hamachi I. Bull. Chem. Soc. Jpn. 79 (2006) 35
49. Ojida A., Inoue M., Mito-oka Y., Tsutsumi H., Sada K., and Hamachi I. J. Am. Chem. Soc. 128 (2006) 2052
50. Ojida A., Mito-oka Y., Sada K., and Hamachi I. J. Am. Chem. Soc. 126 (2004) 2454
51. Ojida A., Mito-oka Y., Inoue M., and Hamachi I. J. Am. Chem. Soc. 124 (2002) 6256
52. Chiron J., and Galy J.-P. Synlett (2003) 2349
53. Association constants were obtained using the computer program ENZFITTER, available from Elsevier-BIOSOFT, 68 Hills Road, Cambridge CB2 1LA, United Kingdom.
54. Conners K.A. Binding Constants, the Measurement of Molecular Complex Stability (1987), Wiley, New York, NY
55. Szarvas S., Majer Z., Huszthy P., Vermes B., and Hollósi M. Enantiomer 7 (2002) 241
56. Park M.S., Swamy K.M.K., Lee Y.J., Lee H.N., Jang Y.J., Moon Y.H., and Yoon J. Tetrahedron Lett. 47 (2006) 8129
57. Lee H.N., Kim H.N., Swamy K.M.K., Park M.S., Kim J., Lee H., Lee K.-H., Park S., and Yoon J. Tetrahedron Lett. 49 (2008) 1261