Synthesis and enantioselective fluorescent sensors for amino acid derivatives based on BINOL

Supramolecular Chemistry

Volumn 22, Issue 10, 2010, Pages 563-570

  Xu, Kuo Xi ^a   Yang, Li Rong ^a   Wang, Yu Xia ^a   Zhao, Jin ^a   Wang, Chao Jie ^a  

^a HENAN UNIVERSITY   (China)

Author keywords

anions; enantioselective recognition; fluorescence sensor; NMR spectroscopy

Indexed keywords

EID: 77958126084     PISSN: 10610278     EISSN: 10290478     Source Type: Journal    
DOI: 10.1080/10610271003713920     Document Type: Article

References (47)

1. Ragusa, A.; Rossi, S.; Hayes, J.M.; Stein, M.; Kilburn, J.D. Chem. Eur. J. 2005, 11, 5674-5688.
2. Rossi, S.; Kyne, G.M.D.; Turner, L.; Wells, N.J.; Kilburn, J.D. Angew. Chem., Int. Ed. 2002, 41, 4233-4236.
3. Wong, W.L.; Huang, K.H.; Teng, P.F.; Lee, C.S.; Kwong, H.L. Chem. Commun. 2004, 7, 384-385.
4. Li, Z.B.; Pu, L. J. Mater. Chem. 2005, 15, 2860-2864.
5. Hembury, G.A.; Borovkov, V.V.; Inoue, Y. Chem. Rev. 2008, 108, 1-73.
6. Demirtas, H.N.; Bozkurt, S.; Durmaz, M.; Yilmaz, M.; Sirit, A. Tetrahedron 2009, 65, 3014-3018.
7. Xu, K.X.; Qiu, Z.; Zhao, J.J.; Zhao, J.; Wang, C.J. Tetrahedron: Asymmetry 2009, 20, 1690-1696.
8. Pu, L. Chem. Rev. 1998, 98, 2405-2494.
9. Kocovsky, P.; Vyskocil, S.; Smrcina, M. Chem. Rev. 2003, 103, 3213-3245.
10. Chen,Y. Yekta S., Yudin A.K., Chem. Rev., 2003, 103, 3155-3211
11. Brunel, J.M. Chem. Rev. 2005, 105, 857-897.
12. Irie, M.; Yorozu, T.; Hayashi, K. J. Am. Chem. Soc. 1978, 100, 2236-2237
13. Yorozu, T.; Hayashi, K.; Irie, M. J. Am. Chem. Soc. 1981, 103, 5480-5484
14. Avnir, D.; Wellner, E.; Ottolenghi, M. J. Am. Chem. Soc. 1989, 111, 2001-2003.
15. Iwanek, W.; Mattay, J. J. Photochem. Photobiol. A: Chem. 1992, 67, 209-226.
16. James, T.D.; Sandanayake, K.R.A.S.; Iguchi, R.; Shinkai, S. J. Am. Chem. Soc. 1995, 117, 8982-8987
17. Parker, K.S.; Townshend, A.; Bale, S.J. Anal. Proc. 1995, 32, 329-332.
18. Kubo, Y. Synlett 1999, 2, 161-174.
19. Beer, G.; Rurack, K.; Daub, J. J. Chem. Soc., Chem. Commun. 2001, 4, 1138-1139.
20. Qin, H.J.; He, Y.B.; Hu, C.G.; Chen, Z.H.; Hu, L. Tetrahedron: Asymmetry 2007, 18, 1769-1774.
21. Wang, Q.; Chen, X.; Tao, L.; Wang, L.; Xiao, D.; Yu, X.Q.; Pu, L. J. Org. Chem. 2007, 72, 97-101
22. Liu, H.L.; Hou, X.L.; Pu, L. Angew. Chem., Int. Ed. 2009, 48, 382-385
23. Lu, Q.S.; Dong, L.; Zhang, J.; Li, J.; Jiang, L.; Huang, Y.; Qin, S.; Hu, C.W.; Yu, X.Q. Org. Lett. 2009, 11, 669-672.
24. Lin, J.; Rajaram, A.R.; Pu, L. Tetrahedron 2004, 60, 11277-11281
25. Ishii, T.; Crego-Calama, M.; Timmerman, P.; Reinhoudt, D.N.; Shinkai, S. Angew. Chem., Int. Ed. 2002, 41, 1924-1929.
26. Zhang, H.C.; Huang, W.S.; Pu, L. J. Org. Chem. 2001, 66, 481-487
27. Stock, H.T.; Kellogg, R.M. J. Org. Chem. 1996, 61, 3093-3105.
28. Kubo, Y.; Ishihara, S.; Tsukahara, M.; Tokita, S. J. Chem. Soc. Perkin Trans. 2002, 12, 1455-1460
29. Beer, P.D.; Timoshenko, V.; Maestri, M.; Passaniti, P.; Balzeni, V. Chem. Commun. 1999, 1755-1756
30. Wu, F.Y.; Li, Z.; Wen, Z.C.; Zhou, N.; Zhao, Y.F.; Jiang, Y.B. Org. Lett. 2002, 4, 3203-3205.
31. Valeur, B.; Pouget, J.; Bourson, J. J. Phys. Chem. 1992, 96, 6545-6549.
32. Bernard, V. Molecular Fluorescence: Principles and Applications;Wiley- VCH:Weinheim, 2002.
33. Birks. J.B. Photophysics of Aromatic Molecules, Wiley: New York, 1970, p 313.
34. Connors, K.A. Binding Constants; Wiley: New York, 1987
35. Schneider, H.J.; Yatsimirsky, A.K. Principles and Methods in Supramolecular Chemistry; JohnWiley & Sons: New York, 2000
36. Xu, K.X.; He, Y.B.; Qin, H.J.; Qing, Q.Y.; Liu, S.Y. Tetrahedron: Asymmetry 2005, 16, 3042-3047
37. Xu, K.X.; Qing, G.Y.; He, Y.B.; Qin, H.J.; Hu, L. Supramol. Chem. 2007, 19, 403-409
38. Xu, K.X.; Chen, P.F.; Wang, Y.X.; Zhao, J.; Wang, C.J. Supramol. Chem. 2009, 21, 618-623.
39. Qing, G.Y.; He, Y.B.; Chen, Z.H.; Wu, X.J.; Meng, L.Z. Tetrahedron: Asymmetry 2006, 17, 3144-3151
40. Lu, Q.S.; Dong, L.; Zhang, J.; Li, J.; Jiang, L.; Huang, Y.; Qin, S.; Hu, C.W.; Yu, X.Q. Org. Lett. 2009, 11, 669-672.
41. Gunnlaugsson, T.; Davis, A.P.; Glynn, M. Chem. Commun. 2001, 4, 2556-2557
42. Gunnlaugsson, T.; Davis, A.P.; O'Brien, J.E.; Glynn, M. Org. Lett. 2002, 4, 2449-2452.
43. Pirkle, W.H.; Pochapsky, T.C. Chem. Rev. 1989, 89, 347-362.
44. Zhang, X.; Guo, L.; Wu, F.Y.; Jiang, Y.B. Org. Lett. 2003, 5, 2667-2670
45. Cho, E.J. Moon, J.W.; Ko, S.W.; Lee, J.Y.; Kim, S.K.; Joon, Y.; Nam, K.C. J. Am. Chem. Soc. 2003, 125, 12376-12377.
46. Krapcho, A.P.; Kuell, C.S. Synth. Commun. 1990, 20, 2559-2564
47. Du, C.P.; You, J.S.; Yu, X.Q.; Liu, C.L.; Lan, J.B.; Xie, R.G. Tetrahedron: Asymmetry 2003, 14, 3651-3656.