A highly enantioselective chiral Schiff-base fluorescent sensor for mandelic acid

Tetrahedron

Volumn 64, Issue 14, 2008, Pages 3153-3159

  Dhara, Koushik ^a   Sarkar, Krishanu ^a   Roy, Partha ^a   Nandi, Mahasweta ^a   Bhaumik, Asim ^a   Banerjee, Pradyot ^a  

^a DEPARTMENT OF MATERIALS SCIENCE   (India)

Author keywords

Hydroxycarboxylic acid; Chiral Schiff base; Enantioselective; Fluorescent sensor

Indexed keywords

4 METHYL 2,6 BIS [(2 HYDROXY 1 PHENYLETHYLIMINO)PHENOL; ALPHA HYDROXYCARBOXYLIC ACID; CARBOXYLIC ACID DERIVATIVE; MANDELIC ACID; NITROGEN; PHENOL DERIVATIVE; SCHIFF BASE; UNCLASSIFIED DRUG;

ARTICLE; CHIRALITY; ENANTIOMER; ENANTIOSELECTIVITY; FLUORESCENCE ANALYSIS; MOLECULAR SENSOR; POSITRON EMISSION TOMOGRAPHY; PRIORITY JOURNAL;

EID: 39649115795     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2008.01.099     Document Type: Article

References (54)

1. Wang Q., Chen X., Tao L., Wang L., Xiao D., Yu X.-Q., and Pu L. J. Org. Chem. 72 (2007) 97-101
2. Heo J., and Mirkin C.A. Angew. Chem., Int. Ed. 45 (2006) 941-944
3. Lin Z.-B., Lin J., and Pu L. Angew. Chem., Int. Ed. 44 (2005) 1690-1693
4. Lin Z.-B., and Pu L. J. Mater. Chem. 15 (2005) 2860-2864
5. Li Z.-B., Lin J., Qin Y.-C., and Pu L. Org. Lett. 7 (2005) 3441-3444
6. Zhao J., Davidson M.G., Mahon M.F., Kociok-Kohn G., and James T.D. J. Am. Chem. Soc. 126 (2004) 16179-16186
7. Lin J., Hu Q.-S., Xu M.-H., and Pu L. J. Am. Chem. Soc. 124 (2002) 2088-2089
8. Lin J., Zhang H.-C., and Pu L. Org. Lett. 4 (2002) 3297-3300
9. Beer G., Rurack K., and Daub J. Chem. Commun. (2001) 1138-1139
10. Meskers S.C.J., and Dekkers H.P.J.M. J. Am. Chem. Soc. 120 (1998) 6413-6414
11. Parker K.S., Townshend A., and Bale S.J. Anal. Proc. 32 (1995) 329-332
12. James T.D., Sandanayake K.R.A.S., and Shinkai S. Nature 374 (1995) 345-347
13. Finn M.G. Chirality 14 (2002) 534-540
14. Reetz M.T., Becker M.H., Klein H.-W., and Stöckigt D. Angew. Chem., Int. Ed. 38 (1999) 1758-1761
15. Reetz M.T., Zonta A., Schimossek K., Liebeton K., and Jaeger K.-E. Angew. Chem., Int. Ed. 36 (1997) 2830-2832
16. Reetz M.T., Kuhling K.M., Deege A., Hinrichs H., and Belder D. Angew. Chem., Int. Ed. 39 (2000) 3891-3893
17. Korbel G.A., Lalic G., and Shair M.D. J. Am. Chem. Soc. 123 (2001) 361-362
18. Copeland G.T., and Miller S.J. J. Am. Chem. Soc. 121 (1999) 4306-4307
19. Stauffer S.R., Beare N.A., Stambuli J.P., and Hartwig J.F. J. Am. Chem. Soc. 123 (2001) 4641-4642
20. Klein G., and Reymond J.-L. Helv. Chim. Acta 82 (1999) 400-407
21. A review on the combinatory chiral catalyst screening:. Shimizu K.D., Snapper M.L., and Hoveyda A.H. Chem.-Eur. J. 4 (1998) 1885-1889
22. Guo J., Wu J., Siuzdak G., and Finn M.G. Angew. Chem., Int. Ed. 38 (1999) 1755-1758
23. Reetz M.T., Becker M.H., Kuhling K.M., and Holzwarth A. Angew. Chem., Int. Ed. 37 (1998) 2647-2650
24. Ding K., Ishii A., and Mikami K. Angew. Chem., Int. Ed. 38 (1999) 497-501
25. Abato P., and Seto C.T. J. Am. Chem. Soc. 123 (2001) 9206-9207
26. Reetz M.T. Angew. Chem., Int. Ed. 40 (2001) 284-310
27. Pu L. Chem. Rev. 98 (1998) 2405-2494
28. Kocovsky P., Vyskocil S., and Smrcina M. Chem. Rev. 103 (2003) 3213-3245
29. Chen Y., Yekta S., and Yudin A.K. Chem. Rev. 103 (2003) 3155-3212
30. Brunel J.M. Chem. Rev. 105 (2005) 857-898
31. Irie M., Yorozu T., and Hayashi K. J. Am. Chem. Soc. 100 (1978) 2236-2237
32. Yorozu T., Hayashi K., and Irie M. J. Am. Chem. Soc. 103 (1981) 5480-5484
33. Avnir D., Wellner E., and Ottolenghi M. J. Am. Chem. Soc. 111 (1989) 2001-2003
34. Iwanek W., and Mattay J. J. Photochem. Photobiol., A: Chem. 67 (1992) 209-226
35. James T.D., Sandanayake K.R.A.S., Iguchi R., and Shinkai S. J. Am. Chem. Soc. 117 (1995) 8982-8987
36. Kubo Y. Synlett (1999) 161-174
37. Pu L. Chem. Rev. 104 (2004) 1687-1716
38. Pugh V., Hu Q.-S., and Pu L. Angew. Chem., Int. Ed. 39 (2000) 3638-3641
39. Xu M.-H., Lin J., Hu Q.-S., and Pu L. J. Am. Chem. Soc. 124 (2002) 14239-14246
40. Mei X., and Wolf C. J. Am. Chem. Soc. 126 (2004) 14736-14737
41. Reetz M.T., and Sostmann S. Tetrahedron 57 (2001) 2515-2520
42. Xu Y.F., and McCarroll M.E. J. Phys. Chem. A 108 (2004) 6929-6932
43. Roy P., Dhara K., Manassero M., Ratha J., and Banerjee P. Inorg. Chem. 46 (2007) 6405-6412
44. Coppola G.M., and Schuster H.F. α-Hydroxyl Acids in Enantioselective Synthesis (1997), VCH, Weinheim, Germany
45. Hanessian S. Total Synthesis of Natural Products: The Chiron Approach (1983), Pergamon, Oxford, UK
46. Taran F., Gauchet C., Mohar B., Meunier S., Valleix A., Renard P.Y., Gréminon C., Grassi J., Wagner A., and Mioskowski C. Angew. Chem., Int. Ed. 41 (2002) 124-127
47. In: Fox M.A., and Chanon M. (Eds). Photoinduced Electron Transfer. Parts A-D (1988), Elsevier, Amsterdam, The Netherlands
48. Turro N.J. Modern Molecular Photochemistry (1978), Benjamin/Cummings, Menlo Park, CA
49. Benesi H.A., and Hildebrand J.H. J. Am. Chem. Soc. 71 (1949) 2703-2707
50. Fery-Forgues S., Le Bris M.-T., Guette J.-P., and Valeur B. J. Phys. Chem. 92 (1988) 6233-6237
51. Connors K.A. Binding Constants: The Measurement of Molecular Complex Stability (1987), Wiley-Interscience, New York, NY pp 24-28
52. Gagne R.R., Spiro C.L., Smith T.J., Hamann C.A., Thies W.R., and Schiemke A.K. J. Am. Chem. Soc. 103 (1981) 4073-4081
53. Austin E., and Gouterman M. Bioinorg. Chem. 9 (1978) 281-298
54. Houten J.V., and Watts R. J. Am. Chem. Soc. 98 (1976) 4853-4858