Reversible and selective sensing of aniline vapor by perylene-bridged bis(cyclodextrins) assembly

Journal of Organic Chemistry

Volumn 76, Issue 15, 2011, Pages 6101-6107

  Jiang, Bang Ping ^a   Guo, Dong Sheng ^a   Liu, Yu ^a  

^a NANKAI UNIVERSITY   (China)

Author keywords

[No Author keywords available]

Indexed keywords

AMPLIFICATION MECHANISM; BINDING ABILITIES; HOST-GUESTS; POLY(VINYLIDENE FLUORIDE); SELECTIVE SENSING; SENSORY MATERIALS; SOLID-STATE FLUORESCENCE; VOLATILE AMINES;

BINDING SITES; CYCLODEXTRINS; DIAGNOSIS; FLUORESCENCE; ORGANIC COMPOUNDS;

ANILINE;

ANILINE; BIS(PERMETHYL BETA CYCLODEXTRIN); CYCLODEXTRIN; PERYLENE; POLYVINYLIDENE FLUORIDE; UNCLASSIFIED DRUG;

ARTICLE; BINDING AFFINITY; CHEMICAL STRUCTURE; FLUORESCENCE; SOLID STATE; SUPRAMOLECULAR CHEMISTRY; THERMODYNAMICS;

EID: 79961080832     PISSN: 00223263     EISSN: 15206904     Source Type: Journal    
DOI: 10.1021/jo2007576     Document Type: Article

References (51)

1. Zhou, Q.; Swager, T. M. J. Am. Chem. Soc. 1995, 117, 7017-7018
2. Thomas, S. W., III; Joly, G. D.; Swager, T. M. Chem. Rev. 2007, 107, 1339-1386
3. Kim, H. N.; Guo, Z.; Zhu, W.; Yoon, J.; Tian, H. Chem. Soc. Rev. 2011, 40, 79-93
4. Zang, L.; Che, Y.; Moore, J. S. Acc. Chem. Res. 2008, 41, 1596-1608
5. Swager, T. M. Acc. Chem. Res. 2008, 41, 1181-1189
6. Toal, S. J.; Trogler, W. C. J. Mater. Chem. 2006, 16, 2871-2883
7. McQuade, D. T.; Pullen, A. E.; Swager, T. M. Chem. Rev. 2000, 100, 2537-2574
8. Naddo, T.; Che, Y.; Zhang, W.; Balakrishnan, K.; Yang, X.; Yen, M.; Zhao, J.; Moore, J. S.; Zang, L. J. Am. Chem. Soc. 2007, 129, 6978-6979
9. Ding, L.; Fang, Y. Chem. Soc. Rev. 2010, 39, 4258-4273
10. Newman, C. R.; Frisbie, C. D.; da Silva Filho, D. A.; Bredas, J.-L.; Ewbank, P. C.; Mann, K. R. Chem. Mater. 2004, 16, 4436-4451
11. Che, Y.; Yang, X.; Loser, S.; Zang, L. Nano Lett. 2008, 8, 2219-2223
12. Che, Y.; Zang, L. Chem. Commun. 2009, 5106-5108
13. Tang, Z.; Yang, J.; Yu, J.; Cui, B. Sensors 2010, 10, 6463-6476
14. Hernández-Jover, T.; Izquierdo-Pulido, M.; Veciana-Nogués, M. T.; Vidal-Carou, M. C. J. Agric. Food Chem. 1996, 44, 2710-2715
15. Hernández-Jover, T.; Izquierdo-Pulido, M.; Veciana-Nogués, M. T.; Vidal-Carou, M. C. J. Agric. Food Chem. 1996, 44, 3097-3101
16. Hernández-Jover, T.; Izquierdo-Pulido, M.; Veciana-Nogués, M. T.; Mariné-Font, A.; Vidal-Carou, M. C. J. Agric. Food Chem. 1997, 45, 2098-2102
17. Veciana-Nogués, M. T.; Mariné-Font, A.; Vidal-Carou, M. C. J. Agric. Food Chem. 1997, 45, 4324-4328
18. Muir, D. D.; Hunter, E. A.; Banks, J. M. Milchwissenschaft 1997, 52, 85-88
19. Preti, G.; Labows, J. N.; Kostelc, J. G.; Aldinger, S.; Daniele, R. J. Chromatogr. Biomed. Appl. 1988, 432, 1-11
20. Sotzing, G. A.; Phend, J. N.; Grubbs, R. H.; Lewis, N. S. Chem. Mater. 2000, 12, 593-595
21. Simenhoff, M. L.; Burke, J. F.; Saukkonen, J. J.; Ordinario, A. T.; Doty, R. N. Engl. J. Med. 1977, 297, 132-135
22. Chow, C.-F.; Kong, H.-K.; Leung, S.-W.; Chiu, B. K. W.; Koo, C.-K.; Lei, E. N. Y.; Lam, M. H. W.; Wong, W.-T.; Won, W.-Y. Anal. Chem. 2011, 83, 289-296
23. Liu, Y.; Wang, K.-R.; Guo, D.-S.; Jiang, B.-P. Adv. Funct. Mater. 2009, 19, 2230-2235
24. Jiang, B.-P.; Guo, D.-S.; Liu, Y. J. Org. Chem. 2010, 75, 7258-7264
25. Wang, F.; Yang, Y.; Swager, T. M. Angew. Chem., Int. Ed. 2008, 47, 8394-8396
26. Reetz, M. T.; Waldvogel, S. R. Angew. Chem., Int. Ed. 1997, 36, 865-867
27. Kommidi, H.; Balasubramaniam, S.; Aidhen, I. S. Tetrahedron 2010, 66, 3723-3729
28. Würthner, F. Chem. Commun. 2004, 1564-1579
29. Chen, Z.; Lohr, A.; Saha-Möller, C. R.; Würthner, F. Chem. Soc. Rev. 2009, 38, 564-584
30. Szejtli, J. Chem. Rev. 1998, 98, 1743-1753
31. Rekharsky, M. V.; Inoue, Y. Chem. Rev. 1998, 98, 1875-1918
32. Liu, Y.; Chen, Y. Acc. Chem. Res. 2006, 39, 681-691
33. Connors, K. A. Chem. Rev. 1997, 97, 1325-1357
34. Würthner, F.; Thalacker, C.; Diele, S.; Tschierske, C. Chem.-Eur. J. 2001, 7, 2245-2253
35. Wang, K.-R.; Guo, D.-S.; Jiang, B.-P.; Sun, Z.-H.; Liu, Y. J. Phys. Chem. B 2010, 114, 101-106
36. Wang, W.; Li, L.-S.; Helms, G.; Zhou, H.-H.; Li, A. D. Q. J. Am. Chem. Soc. 2003, 125, 1120-1121
37. Li, A. D. Q.; Wang, W.; Wang, L.-Q. Chem.-Eur. J. 2003, 9, 4594-4601
38. Shaller, A. D.; Wang, W.; Gan, H.; Li, A. D. Q. Angew. Chem., Int. Ed. 2008, 47, 7705-7709
39. Graser, F.; Hädicke, E. Liebigs Ann. Chem. 1980, 1994-2011
40. Klebe, G.; Graser, F.; Hadicke, E.; Berndt, J. Acta Crystallogr., Sect. B: Struct. Sci. 1989, 45, 69-77
41. Li, X.-Q.; Zhang, X.; Ghosh, S.; Würthner, F. Chem.-Eur. J. 2008, 14, 8074-8078
42. Chen, Z.; Stepanenko, V.; Dehm, V.; Prins, P.; Siebbeles, L. D. A.; Seibt, J.; Marquetand, P.; Engel, V.; Würthner, F. Chem.-Eur. J. 2007, 13, 436-449
43. Che, Y.; Yang, X.; Liu, G.; Yu, C.; Ji, H.; Zuo, J.; Zhao, J.; Zang, L. J. Am. Chem. Soc. 2010, 132, 5743-5750
44. Yang, J.-S.; Swager, T. M. J. Am. Chem. Soc. 1998, 120, 5321-5322
45. The vapor pressure data are cited from CRC Handbook of Chemistry and Physics, 85 th ed.; CRC Press: Boca Raton, 2004.
46. Weinberg, N. L.; Weinberg, H. R. Chem. Rev. 1968, 68, 449-523
47. Barnes, K. K.; Mann, C. K. J. Org. Chem. 1967, 32, 1474-1479
48. Velusamy, P.; Pitchumani, K.; Srinivasan, C. Tetrahedron 1996, 52, 3487-3496
49. Gadosy, T. A.; Boyd, M. J.; Tee, O. S. J. Org. Chem. 2000, 65, 6879-6889
50. Clark, A. E.; Qin, C.; Li, A. D. Q. J. Am. Chem. Soc. 2007, 129, 7586-7595
51. Cumming, C. J.; Aker, C.; Fisher, M.; Fox, M.; Grone, M. J. I.; Reust, D.; Rockley, G.; Swager, T. M.; Towers, E.; Williams, V. IEEE Trans. Geosci. Remote Sensing 2001, 39, 1119-1128