Enantioselective recognition of mandelic acid with (R)-1,1-Bi-2-naphthol- linked calix[4]arene via fluorescence and dynamic light scattering

Organic Letters

Volumn 14, Issue 14, 2012, Pages 3572-3575

  Miao, Fajun ^a   Zhou, Juan ^a   Tian, Deimei ^a   Li, Haibing ^a  

^a CENTRAL CHINA NORMAL UNIVERSITY   (China)

Author keywords

[No Author keywords available]

Indexed keywords

CALIX(4)ARENE; CALIXARENE; MANDELIC ACID; MANDELIC ACID DERIVATIVE; NAPHTHOL DERIVATIVE; PHENOL DERIVATIVE;

ARTICLE; CHEMICAL STRUCTURE; CHEMISTRY; CLICK CHEMISTRY; FLUORESCENCE; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; SYNTHESIS;

CALIXARENES; CLICK CHEMISTRY; FLUORESCENCE; MAGNETIC RESONANCE SPECTROSCOPY; MANDELIC ACIDS; MOLECULAR STRUCTURE; NAPHTHOLS; PHENOLS;

EID: 84864115895     PISSN: 15237060     EISSN: 15237052     Source Type: Journal    
DOI: 10.1021/ol3007919     Document Type: Article

References (53)

1. Wu, Y. B.; Guo, H. M.; James, T. D.; Zhao, J. Z. J. Org. Chem. 2011, 76, 5685-5695
2. Han, C. P.; Hou, X.; Zhang, H. C.; Guo, W.; Li, H. B.; Jiang, L. J. Am. Chem. Soc. 2011, 133, 7644-7647
3. Iwaniuk, D. P.; Wolf, C. J. Org. Chem. 2010, 75, 6724-6727
4. Lim, C. S.; Jankolovits, J.; Zhao, P.; Kampf, J. W.; Pecoraro, V. L. Inorg. Chem. 2011, 50, 4832-4841
5. Trant, A. G.; Baddeley, C. J. Langmuir 2011, 27, 1788-1795
6. Hargrove, A. E.; Nieto, S.; Zhang, T. Z.; Sessler, J. L.; Eric, V.; Anslyn, E. V. Chem. Rev. 2011, 111, 6603-6782
7. Xie, S. M.; Zhang, Z. J.; Wang, Z. Y.; Yuan, L. M. J. Am. Chem. Soc. 2011, 133, 11892-11895
8. Ema, T.; Hamada, K.; Sugita, K.; Nagata, Y.; Sakai, T.; Ohnishi, A. J. Org. Chem. 2010, 75, 4492-4500
9. Lei, X. X.; Liu, L.; Chen, X. J.; Yu, X. C.; Ding, L. S.; Zhang, A. J. Org. Lett. 2010, 12, 2540-2543
10. Hoffmann, C. V.; Lindner, W. Anal. Chem. 2008, 80, 8780-8789
11. Ou, J. J.; Kong, L.; Pan, C. S.; Su, X. Y.; Lei, X. Y.; Zou, H. F. J. Chromatogr. 2006, 1117, 163-165
12. Sun, P.; Krishnan, A.; Yadav, A.; Singh, S.; MacDonnell, F. M.; Armstrong, D. W. Inorg. Chem. 2007, 46, 10312-10315
13. Slama, I.; Dufresne, C.; Jourdan, E.; Fahrat, F.; Villet, A.; Ravel, A.; Grosset, C.; Peyrin, E. Anal. Chem. 2002, 74, 5205-5208
14. Lammers, I.; Buijs, J.; Ariese, F.; Ariese, F.; Gooijer, C. Anal. Chem. 2009, 81, 6226-6229
15. Lammers, I.; Buijs, J.; Ariese, F.; Gooijer, C. Anal. Chem. 2010, 82, 9410-9414
16. Pu, L. Chem. Rev. 2004, 104, 1687-1690
17. McCarroll, M. E.; Billiot, F. H.; Warner, I. M. J. Am. Chem. Soc. 2001, 123, 3173-3177
18. Han, C. P.; Li, H. B. Small 2008, 4, 1344-1347
19. Zhang, M.; Ye, B. Ce. Anal. Chem. 2011, 83, 1504-1509
20. 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
21. Mirri, G.; Bull, S. D.; Horton, P. N.; James, T. D.; Male, L.; Tucker, J. H. R. J. Am. Chem. Soc. 2010, 132, 8903-8906
22. Khotari, H. M.; Kulp, E. A.; Boonsalee, S.; Nikiforov, M. P.; Bohannan, E. W.; Poizot, P.; Nakanishi, S.; Switzer, J. A. Chem. Mater. 2004, 16, 4232-4235
23. Doménech, A.; Alarcón, J. Anal. Chem. 2007, 79, 6742-6745
24. Limmer, S. J.; Kulp, E. A.; Switzer, J. A. Langmuir 2006, 22, 10535-10541
25. Dai, Q.; Liu, X.; Coutts, J.; Austin, L.; Huo, Q. J. A. Chem. Soc. 2008, 130, 8138
26. Stolarczyk, J. K.; Ghosh, S.; Brougham, D. F. Angew. Chem., Int. Ed. 2008, 48, 175-179
27. Xie, H.; Gill-Sharp, L. K.; O'Neal, D. P. Nanomed. Nanotech. Biol. Med. 2007, 3, 89-93
28. Kalluri, J. R.; Arbneshi, T.; Khan, S. A.; Neely, A.; Candice, P.; Varisli, B.; Washington, M.; McAfee, S.; Robinson, B.; Banerjee, S.; Singh, A. K.; Senapati., D.; Ray, P. C. Angew. Chem., Int. Ed. 2009, 48, 9668-9672
29. Kundrat, O.; Eigner, V.; Dvorakova, H.; Lhotak, P. Org. Lett. 2011, 13, 4032-4035
30. Kuno, L.; Biali, S. E. J. Org. Chem. 2011, 76, 3664-3675
31. Herbert, S. A.; Arnott, G. E. Org. Lett. 2010, 12, 4600-4603
32. Chinta, J. P.; Acharya, A.; Kumar, A.; Rao, C. P. J. Phys. Chem. B 2009, 113, 12075-12083
33. Acharya, A.; Ramanujam, B.; Mitra, A.; Rao, C. P. ACS Nano 2010, 4, 4061-4073
34. Zheng, Y. S.; Zhang, C. Org. Lett. 2004, 6, 1189-1192
35. Sansone, F.; Baldini, L.; Casnati, A.; Chierici, E.; Faimani, G.; Ugozzoli, F.; Ungaro, R. J. Am. Chem. Soc. 2004, 126, 6204-6205
36. Lee, M.; Lee, S. J.; Jiang, L. H. J. Am. Chem. Soc. 2004, 126, 12724-12725
37. Lin, J.; Hu, Q. S.; Xu, M. H.; Pu, L. J. Am. Chem. Soc. 2002, 124, 2088-2089
38. Quinn, T. P.; Atwood, P. D.; Tanski, J. M.; Moore, T. F.; Andersen, J. F. F. J. Org. Chem. 2011, 76, 10020-10030
39. Zhang, G. F.; Zhan, J. Y.; Li, H. B. Org. Lett. 2011, 13, 3392-3395
40. Ni, X. L.; Wang, S.; Zeng, X.; Tao, Z.; Yamato, T. Org. Lett. 2011, 13, 552-555
41. Park, S. Y.; Yoon, J. H.; Hong, C. S.; Souane, R.; Kim, J. S.; Matthews, S. E.; Vicens, J. J. Org. Chem. 2008, 73, 8212-8218
42. Meldal, M.; Tornøe, C. W. Chem. Rev. 2008, 108, 2952-3015
43. Vecchi, A.; Melai, B.; Marra, A.; Chiappe, C.; Dondoni J. Org. Chem. 2008, 73, 6437-6440
44. Bew, S. P.; Brimage, R. A.; Hermite, N.; Sharma, S. V. Org. Lett. 2007, 9, 3713-3716
45. Furia, T. E. Sequestrants in foods. In Handbook of Food Additives; Furia, T. E., Ed.; CRC Press: Cleveland, 1972; Vol. 2.
46. Martell, A. E. Critical Stability Constants; Plenum Press: New York, 1974; Vol. 1.
47. Yang, X.; Liu, X. C.; Shen, K.; Zhu, C. J.; Cheng, Y. X. Org. Lett. 2011, 13, 3510-3513
48. Murphy, D. M.; Caretti, I.; Carter, E.; Fallis, I. A.; Landon, J.; Doorslaer, S. V.; Willock, D. J. Inorg. Chem. 2011, 50, 6944-6955
49. Lim, C. S.; Jankolovits, J.; Zhao, P.; Kampf, J. W.; Pecoraro, V. L. Inorg. Chem. 2011, 50, 4832-4841
50. Chen, X.; Huang, Z.; Chen, S. Y.; Li, K.; Yu, X. Q.; Pu, L. J. Am. Chem. Soc. 2010, 132, 7297-7299
51. Pu, L. Chem. Rev. 2004, 104, 1687-1716
52. Wang, Q.; Chen, X.; Tao, L.; Wang, L.; Xiao, D.; Yu, X. Q.; Pu, L. J. Org. Chem. 2007, 72, 97-101
53. Liu, H. L.; Zhu, H. P.; Hou, X. L.; Pu, L. Org. Lett. 2010, 12, 4172-4175