Fluorescence quenching by pyridine and derivatives induced by intermolecular hydrogen bonding to pyrrole-containing heteroaromatics

Journal of Physical Chemistry A

Volumn 106, Issue 10, 2002, Pages 2158-2163

  Herbich, Jerzy ^a   Kijak, Michal ^a   Zielińska, Anna ^a   Thummel, Randolph P ^b   Waluk, Jacek ^a  

^a INSTITUTE OF PHYSICAL CHEMISTRY   (Poland)

^b University of Houston ^*  (United States)

Author keywords

[No Author keywords available]

Indexed keywords

SPECTROPHOTOMETRIC TITRATIONS;

CHARGE TRANSFER; DERIVATIVES; ELECTROMAGNETIC WAVE ABSORPTION; FLUORESCENCE; GROUND STATE; HYDROGEN BONDS; MOLECULAR DYNAMICS; PROTONS; QUENCHING; SPECTROPHOTOMETRY; THERMAL EFFECTS; TITRATION;

CHROMOPHORES;

EID: 0037076128     PISSN: 10895639     EISSN: None     Source Type: Journal    
DOI: 10.1021/jp012515y     Document Type: Article

References (54)

1. Mataga, N.; Kaibe, Y.; Koizumi, M. Nature 1955, 175, 731.
2. Rehm, D., Weller, A. Isr. J. Chem. 1970, 8, 259.
3. Yatsuhashi, T.; Inoue, H. J. Phys. Chem. A 1997, 101, 8166.
4. Biczók, L.; Valat, P.; Wintgens, V. Phys. Chem. Chem. Phys. 1999, 1, 4759.
5. Mataga, N.; Tsuno, S. Naturwissenschaften 1956, 10, 305; Bull Chem. Soc. Jpn. 1957, 30, 368; Bull. Chem. Soc. Jpn. 1957, 30, 711.
6. Mataga, N.; Tsuno, S. Naturwissenschaften 1956, 10, 305; Bull Chem. Soc. Jpn. 1957, 30, 368; Bull. Chem. Soc. Jpn. 1957, 30, 711.
7. Mataga, N.; Tsuno, S. Naturwissenschaften 1956, 10, 305; Bull Chem. Soc. Jpn. 1957, 30, 368; Bull. Chem. Soc. Jpn. 1957, 30, 711.
8. Mataga, N. Bull. Chem. Soc. Jpn. 1958, 31, 481.
9. Mataga, N.; Torihashi, Y.; Kaifu, Y. Z.Z. Phys. Chem. (Frankfurt/Main) 1962, 34, 379. Mataga, N.; Tanaka, F.; Kato, M. Acta Phys. Pol. 1968, 34, 733.
10. Mataga, N.; Torihashi, Y.; Kaifu, Y. Z.Z. Phys. Chem. (Frankfurt/Main) 1962, 34, 379. Mataga, N.; Tanaka, F.; Kato, M. Acta Phys. Pol. 1968, 34, 733.
11. Ikeda, N.; Okada, T.; Mataga, N. Chem. Phys. Lett. 1980, 69, 251; Bull. Chem. Soc. Jpn. 1981, 54, 1025.
12. Ikeda, N.; Okada, T.; Mataga, N. Chem. Phys. Lett. 1980, 69, 251; Bull. Chem. Soc. Jpn. 1981, 54, 1025.
13. Martin, M.M.; Ware, W.R. J. Phys. Chem. 1978, 82, 2770. Martin, M.M.; Miyasaka, H.; Karen, A.; Mataga, N. J. Phys. Chem. 1985, 89, 182.
14. Martin, M.M.; Ware, W.R. J. Phys. Chem. 1978, 82, 2770. Martin, M.M.; Miyasaka, H.; Karen, A.; Mataga, N. J. Phys. Chem. 1985, 89, 182.
15. Martin, M.M.; Ikeda, N.; Okada, T.; Mataga, N. J. Phys. Chem. 1982, 86, 4148.
16. Ikeda, N.; Miyasaka, H.; Okada, T.; Mataga, N. J. Am. Chem. Soc. 1983, 105, 5206. Miyasaka, H.; Tabata, A.; Kamada, K.; Mataga, N. J. Am. Chem. Soc. 1993, 115, 7335.
17. Ikeda, N.; Miyasaka, H.; Okada, T.; Mataga, N. J. Am. Chem. Soc. 1983, 105, 5206. Miyasaka, H.; Tabata, A.; Kamada, K.; Mataga, N. J. Am. Chem. Soc. 1993, 115, 7335.
18. Miyasaka, H.; Tabata, A.; Ojima, S.; Ikeda, N.; Mataga, N. J. Phys. Chem. 1993, 97, 8222.
19. Mataga, N.; Miyasaka, H. Prog. React. Kinet. 1994, 19, 317 and references therein.
20. Herbich, J.; Rettig, W.; Thummel, R.P.; Waluk, J. Chem. Phys. Lett. 1992, 195, 556.
21. Herbich, J.; Waluk, J.; Thummel, R.P.; Hung, C.-Y. J. Photochem. Photobiol., A 1994, 80, 157.
22. Herbich, J.; Hung, C.-Y.; Thummel, R.P.; Waluk, J. J. Am. Chem. Soc. 1996, 118, 3508.
23. Herbich, J.; Dobkowski, J.; Thummel, R.P.; Hedge, V.; Waluk, J. J. Phys. Chem. A 1997, 101, 3508.
24. Kyrychenko, A.; Herbich, J.; Izydorzak, M.; Gil, M.; Dobkowski, J.; Wu, F.; Thummel, R.P.; Waluk, J. Isr. J. Chem. 1999, 39, 309.
25. Kyrychenko, A.; Herbich, J.; Izydorzak, M.; Wu, F.; Thummel, R.P.; Waluk, J. J. Am. Chem. Soc. 1999, 121, 11179.
26. Kyrychenko, A.; Herbich, J.; Wu, F.; Thummel, R.P.; Waluk, J. J. Am. Chem. Soc. 2000, 122, 2818.
27. Kyrychenko, A.; Stepanenko, Y.; Waluk, J. J. Phys. Chem. A 2000, 104, 9542.
28. Waluk, J. Conformational Aspects of Intra- and Intermolecular Excited-State Proton Transfer in Conformational Analysis of Molecules in Excited States; Waluk, J., Ed.; Wiley-VCH: Weinheim, Germany, 2000; pp 57-111.
29. Marks, D.; Zhang, H.; Borowicz, P.; Waluk, J.; Glasbeek, M. J. Phys. Chem. A 2000, 104, 7167.
30. Thummel, R.P.; Hedge, V. J. Org. Chem. 1989, 54, 1720.
31. Wu, F.; Hardesty, J.; Thummel, R.P. J. Org. Chem. 1998, 63, 4055.
32. Wu, F.; Thummel, R.P. Inorg. Chem. 2000, 39, 584.
33. Azawe, S.A.; Sarkis, G.Y. J. Chem. Eng. Data 1973, 18, 109.
34. Savoia, D.; Concialini, V.; Roffia, S.; Tarsi, L. J. Org. Chem. 1991, 56, 1822.
35. Song, E.; Wu, F.; Thummel, R.P. Manuscript in preparation.
36. Calvin, M.; Wilmarth, W.K. J. Am. Chem. Soc. 1956, 78, 1301.
37. Jasny, J. J. Lumin. 1978, 17, 149.
38. Velapoldi, R.A. Considerations of Organic Compounds in Solution and Inorganic Ions in Glasses as Fluorescent Standard Reference Materials. In National Bureau of Standards Special Publication 378, Accuracy in Spectrophotometry and Luminescence Meaurements, Proc. Conf. NBS; NBS: Gaithersburg, MD, 1972; p 231.
39. Frisch, M.J.; Trucks, G.W.; Schlegel, H.B.; Scuseria, G.E.; Robb, M.A.; Cheeseman, J.R.; Zakrzewski, V.G.; Montgomery, J.A., Jr.; Stratman, R.E.; Burant, J.C.; Dapprich, S.; Millam, J.M.; Daniels, A.D.; Kudin, K.N.; Strain, M.C.; Farkas, O.; Tomasi, J.; Barone, V.; Cossi, M.; Cammi, R.; Mennucci, B.; Pomelli, C.; Adamo, C.; Clifford, S.; Ochterski, J.; Petersson, G.A.; Ayala, P.Y.; Cui, Q.; Morokuma, K.; Malick, D.K.; Rabuck, A.D.; Raghavachari, K.; Foresman, J.B.; Cioslowski, J.; Ortiz, J.V.; Stefanov, B.B.; Liu, G.; Liashenko, A.; Piskorz, P.; Komaromi, I.; Gomperts, R.; Martin, R.L.; Fox, D.J.; Keith, T.; Al-Laham, M.A.; Peng, C.Y.; Nanayakkara, A.; Gonzalez, C.; Challacombe, M.; Gill, P.M.W.; Johnson, B.; Chen, W.; Wong, M.W.; Andres, J.L.; Gonzales, C.; Head-Gordon, M.; Replogle, E.S.; Pople, J.A. Gaussian 98, revision A.6; Gaussian, Inc.: Pittsburgh, PA, 1998.
40. Ridley, J.E.; Zerner, M.Z. Theor. Chim. Acta 1973, 32, 111.
41. Dewar, M.J.S.; Zoebisch, E.G.; Healy, E.F.; Stewart, J.J.P. J. Am. Chem. Soc. 1985, 107, 3902. Dewar, M.J.S.; Dieter, K.M. J. Am. Chem. Soc. 1986, 108, 8075. Stewart, J.J.P. J. Comput.-Aided Mol. Des. 1990, 4, 1.
42. Dewar, M.J.S.; Zoebisch, E.G.; Healy, E.F.; Stewart, J.J.P. J. Am. Chem. Soc. 1985, 107, 3902. Dewar, M.J.S.; Dieter, K.M. J. Am. Chem. Soc. 1986, 108, 8075. Stewart, J.J.P. J. Comput.-Aided Mol. Des. 1990, 4, 1.
43. Dewar, M.J.S.; Zoebisch, E.G.; Healy, E.F.; Stewart, J.J.P. J. Am. Chem. Soc. 1985, 107, 3902. Dewar, M.J.S.; Dieter, K.M. J. Am. Chem. Soc. 1986, 108, 8075. Stewart, J.J.P. J. Comput.-Aided Mol. Des. 1990, 4, 1.
44. Stewart, J.J.P. J. Comput. Chem. 1989, 10, 209, 221.
45. Handbook of Chemistry and Physics, 70th ed.; Weast, R.C., Lide, D.R., Astle, M.J., Beyer, W.H., Eds.; CRC Press Inc.: Boca Raton, FL, 1989-1990; p D-161.
46. Meites, L.; Zuman, P. Electrochemical Data; Wiley: New York, 1974. Drushel, H.V.; Sommers, A.L. Anal. Chem. 1966, 38, 10.
47. Meites, L.; Zuman, P. Electrochemical Data; Wiley: New York, 1974. Drushel, H.V.; Sommers, A.L. Anal. Chem. 1966, 38, 10.
48. Headridge, D. Electrochemical Technology for Inorganic Chemistry; Academic Press: London, 1969.
49. (a) Lumry, R.; Hershberger, M. Photochem. Photobiol. 1978, 27, 819.
50. (b) Hershberger, M.; Lumry, R.; Verrall, R. Photochem. Photobiol. 1981, 33, 609.
51. (c) Walker, M.S.; Bednar, T.W.; Lumry, R. J. Chem. Phys. 1967, 47, 1020.
52. (d) Tamaki, T. J. Phys. Chem. 1983, 87, 2383.
53. Gorski, A.; Waluk, J. Manuscript in preparation.
54. Dobkowski, J.; Herbich, J.; Galievsky, V.; Thummel, R.P., Wu, F.; Waluk, J. Ber. Bunsen-Ges. Phys. Chem. 1998, 102, 469.