Photophysics and intramolecular excimer formation in a constrained anthracenyl diadduct

Journal of Photochemistry and Photobiology A: Chemistry

Volumn 110, Issue 2, 1997, Pages 131-139

  Lin, Z ^a   Priyadarshy, S ^a   Bartko, A ^a   Waldeck, D H ^a  

^a UNIVERSITY OF PITTSBURGH   (United States)

Author keywords

Anthracenyl diadduct; Intramolecular excimer formation; N,N Di(9 anthracylmethyl)hexahydropyrimidine; Photophysics

Indexed keywords

EID: 0031592004     PISSN: 10106030     EISSN: None     Source Type: Journal    
DOI: 10.1016/S1010-6030(97)00193-7     Document Type: Article

References (46)

1. [1] J. Birks, Photophysics of Aromatic Molecules, Wiley, New York, 1970. N. Turro, Modern Organic Photochemistry, Benjamin-Cummings, Menlo Park, CA, 1978. J. Vandendriessche, R. Goedeweeck, P. Collart, F.C. De Schryver, Photophysical and Photochemical Tools in Polymer Science, Reidel, New York, 1986, p. 226.
2. [1] J. Birks, Photophysics of Aromatic Molecules, Wiley, New York, 1970. N. Turro, Modern Organic Photochemistry, Benjamin-Cummings, Menlo Park, CA, 1978. J. Vandendriessche, R. Goedeweeck, P. Collart, F.C. De Schryver, Photophysical and Photochemical Tools in Polymer Science, Reidel, New York, 1986, p. 226.
3. [1] J. Birks, Photophysics of Aromatic Molecules, Wiley, New York, 1970. N. Turro, Modern Organic Photochemistry, Benjamin-Cummings, Menlo Park, CA, 1978. J. Vandendriessche, R. Goedeweeck, P. Collart, F.C. De Schryver, Photophysical and Photochemical Tools in Polymer Science, Reidel, New York, 1986, p. 226.
4. [2] T.A. Smith, D.A. Shipp, G.D. Scholes, K.P. Ghiggino, J. Photochem. Photobiol. A: Chem. 80 (1994) 177. F.C. De Schryver, P. Collart, J. Vandendriessche, R. Goedeweeck, A.M. Swinnen, M. Van der Auweraer, Acc. Chem. Res. 20 (1987) 160. K.A. Zachariasse, W. Kuhnle, U. Leinhos, P. Reynders, G. Striker, J. Phys. Chem. 95 (1991) 5476. E.M. Buchberger, B. Mollay, W.-D. Weixelbaumer, H.F. Kauffmann, W. Klopffer, J. Chem. Phys. 89 (1988) 635. R. Andriessen, F.C. De Schryver, N. Boens, N. Ikeda, H. Masuhara, Macromolecules 22 (1989) 2166.
5. [2] T.A. Smith, D.A. Shipp, G.D. Scholes, K.P. Ghiggino, J. Photochem. Photobiol. A: Chem. 80 (1994) 177. F.C. De Schryver, P. Collart, J. Vandendriessche, R. Goedeweeck, A.M. Swinnen, M. Van der Auweraer, Acc. Chem. Res. 20 (1987) 160. K.A. Zachariasse, W. Kuhnle, U. Leinhos, P. Reynders, G. Striker, J. Phys. Chem. 95 (1991) 5476. E.M. Buchberger, B. Mollay, W.-D. Weixelbaumer, H.F. Kauffmann, W. Klopffer, J. Chem. Phys. 89 (1988) 635. R. Andriessen, F.C. De Schryver, N. Boens, N. Ikeda, H. Masuhara, Macromolecules 22 (1989) 2166.
6. [2] T.A. Smith, D.A. Shipp, G.D. Scholes, K.P. Ghiggino, J. Photochem. Photobiol. A: Chem. 80 (1994) 177. F.C. De Schryver, P. Collart, J. Vandendriessche, R. Goedeweeck, A.M. Swinnen, M. Van der Auweraer, Acc. Chem. Res. 20 (1987) 160. K.A. Zachariasse, W. Kuhnle, U. Leinhos, P. Reynders, G. Striker, J. Phys. Chem. 95 (1991) 5476. E.M. Buchberger, B. Mollay, W.-D. Weixelbaumer, H.F. Kauffmann, W. Klopffer, J. Chem. Phys. 89 (1988) 635. R. Andriessen, F.C. De Schryver, N. Boens, N. Ikeda, H. Masuhara, Macromolecules 22 (1989) 2166.
7. [2] T.A. Smith, D.A. Shipp, G.D. Scholes, K.P. Ghiggino, J. Photochem. Photobiol. A: Chem. 80 (1994) 177. F.C. De Schryver, P. Collart, J. Vandendriessche, R. Goedeweeck, A.M. Swinnen, M. Van der Auweraer, Acc. Chem. Res. 20 (1987) 160. K.A. Zachariasse, W. Kuhnle, U. Leinhos, P. Reynders, G. Striker, J. Phys. Chem. 95 (1991) 5476. E.M. Buchberger, B. Mollay, W.-D. Weixelbaumer, H.F. Kauffmann, W. Klopffer, J. Chem. Phys. 89 (1988) 635. R. Andriessen, F.C. De Schryver, N. Boens, N. Ikeda, H. Masuhara, Macromolecules 22 (1989) 2166.
8. [2] T.A. Smith, D.A. Shipp, G.D. Scholes, K.P. Ghiggino, J. Photochem. Photobiol. A: Chem. 80 (1994) 177. F.C. De Schryver, P. Collart, J. Vandendriessche, R. Goedeweeck, A.M. Swinnen, M. Van der Auweraer, Acc. Chem. Res. 20 (1987) 160. K.A. Zachariasse, W. Kuhnle, U. Leinhos, P. Reynders, G. Striker, J. Phys. Chem. 95 (1991) 5476. E.M. Buchberger, B. Mollay, W.-D. Weixelbaumer, H.F. Kauffmann, W. Klopffer, J. Chem. Phys. 89 (1988) 635. R. Andriessen, F.C. De Schryver, N. Boens, N. Ikeda, H. Masuhara, Macromolecules 22 (1989) 2166.
9. [3] A. Castellan, J.-P. Desvergne, H. Bouas-Laurent, Chem. Phys. Lett. 76 (1980) 390.
10. [4] A. Castellan, J.-P. Desvergne, J.R. Lesclaux, J.-C. Soulignac, Chem. Phys. Lett. 106 (1984) 117. J.-P. Desvergne, N. Bitit, A. Castellan, M. Webb, H. Bouas-Laurent, J. Chem. Soc., Perkin Trans. II (1988) 1885. H. Yao, T. Okada, N. Mataga, J. Phys. Chem. 93 (1989) 7388.
11. [4] A. Castellan, J.-P. Desvergne, J.R. Lesclaux, J.-C. Soulignac, Chem. Phys. Lett. 106 (1984) 117. J.-P. Desvergne, N. Bitit, A. Castellan, M. Webb, H. Bouas-Laurent, J. Chem. Soc., Perkin Trans. II (1988) 1885. H. Yao, T. Okada, N. Mataga, J. Phys. Chem. 93 (1989) 7388.
12. [4] A. Castellan, J.-P. Desvergne, J.R. Lesclaux, J.-C. Soulignac, Chem. Phys. Lett. 106 (1984) 117. J.-P. Desvergne, N. Bitit, A. Castellan, M. Webb, H. Bouas-Laurent, J. Chem. Soc., Perkin Trans. II (1988) 1885. H. Yao, T. Okada, N. Mataga, J. Phys. Chem. 93 (1989) 7388.
13. [5] M.R. Wasielewski, D.W. Minsek, M.P. Niemczyk, W.A. Svec, N.C. Yang, J. Am. Chem. Soc. 112 (1990) 2823.
14. [6] M.E. Huston, K.W. Haider, A.W. Czarnik, J. Am. Chem. Soc. 110 (1988) 4460. J.C. Beeson, M.E. Huston, D.A. Pollard, T.K. Venkatachalam, A.W. Czarnik, J. Fluor. 3 (1993) 65.
15. [6] M.E. Huston, K.W. Haider, A.W. Czarnik, J. Am. Chem. Soc. 110 (1988) 4460. J.C. Beeson, M.E. Huston, D.A. Pollard, T.K. Venkatachalam, A.W. Czarnik, J. Fluor. 3 (1993) 65.
16. [7] A.M. Brouwer, R.D. Mout, P.H. Maasen van den Brink, H.J. van Ramesdonk, S.A. Jonker, Chem. Phys. Lett. 180 (1991) 556. N.C. Yang, J. Libman, J. Am. Chem. Soc. 95 (1973) 5783. N. Mataga, T. Kubota, Molecular Interactions and Electronic Spectra, Marcel Dekker, New York, 1970. H. Beens, H. Knibbe, A. Weller, J. Chem. Phys. 47 (1967) 1183.
17. [7] A.M. Brouwer, R.D. Mout, P.H. Maasen van den Brink, H.J. van Ramesdonk, S.A. Jonker, Chem. Phys. Lett. 180 (1991) 556. N.C. Yang, J. Libman, J. Am. Chem. Soc. 95 (1973) 5783. N. Mataga, T. Kubota, Molecular Interactions and Electronic Spectra, Marcel Dekker, New York, 1970. H. Beens, H. Knibbe, A. Weller, J. Chem. Phys. 47 (1967) 1183.
18. [7] A.M. Brouwer, R.D. Mout, P.H. Maasen van den Brink, H.J. van Ramesdonk, S.A. Jonker, Chem. Phys. Lett. 180 (1991) 556. N.C. Yang, J. Libman, J. Am. Chem. Soc. 95 (1973) 5783. N. Mataga, T. Kubota, Molecular Interactions and Electronic Spectra, Marcel Dekker, New York, 1970. H. Beens, H. Knibbe, A. Weller, J. Chem. Phys. 47 (1967) 1183.
19. [7] A.M. Brouwer, R.D. Mout, P.H. Maasen van den Brink, H.J. van Ramesdonk, S.A. Jonker, Chem. Phys. Lett. 180 (1991) 556. N.C. Yang, J. Libman, J. Am. Chem. Soc. 95 (1973) 5783. N. Mataga, T. Kubota, Molecular Interactions and Electronic Spectra, Marcel Dekker, New York, 1970. H. Beens, H. Knibbe, A. Weller, J. Chem. Phys. 47 (1967) 1183.
20. [8] J.F. McVey, D.M. Shold, N.C. Yang, J. Chem. Phys. 65 ( 1976) 3375.
21. [9] M.D. Cohen, A. Ludmer, V. Yakhot, Chem. Phys. Lett. 38 (1976) 398. E.A. Chandross, J. Chem. Phys. 38 (1965) 4175. E.A. Chandross, J. Ferguson, E.G. McRae, J. Chem. Phys. 45 (1965) 3546.
22. [9] M.D. Cohen, A. Ludmer, V. Yakhot, Chem. Phys. Lett. 38 (1976) 398. E.A. Chandross, J. Chem. Phys. 38 (1965) 4175. E.A. Chandross, J. Ferguson, E.G. McRae, J. Chem. Phys. 45 (1965) 3546.
23. [9] M.D. Cohen, A. Ludmer, V. Yakhot, Chem. Phys. Lett. 38 (1976) 398. E.A. Chandross, J. Chem. Phys. 38 (1965) 4175. E.A. Chandross, J. Ferguson, E.G. McRae, J. Chem. Phys. 45 (1965) 3546.
24. [10] T. Hayashi, N. Mataga, Y. Sakata, S. Misumi, M. Monta, J. Tanaka, J. Am. Chem. Soc. 98 (1976) 5910.
25. [11] M.A. Fox, P.F. Britt, J. Phys. Chem. 94 (1990) 6351. J. Ferguson, A. Castellan, J.-P. Desvergne, H. Bouas-Laurent, Chem. Phys. Lett. 78 (1980) 446.
26. [11] M.A. Fox, P.F. Britt, J. Phys. Chem. 94 (1990) 6351. J. Ferguson, A. Castellan, J.-P. Desvergne, H. Bouas-Laurent, Chem. Phys. Lett. 78 (1980) 446.
27. [12] D.D. Perrin, W.L.F. Armarego, Purification of Laboratory Chemicals, 3rd ed., Pergamon, New York, 1988.
28. [13] R.A.W. Johnston, M.E. Rose, Tetrahedron 35 (1979) 2169.
29. [14] D.V. O'Connor, D. Phillips, Time-Correlated Single Photon Counting, Academic Press, New York, 1984.
30. [15] D.M. Zeglinski, D.H. Waldeck, J. Phys. Chem. 92 (1988) 692.
31. [16] C.A. Parker, T.A. Joyce, Chem. Commun. (1967) 744.
32. [17] K. Hara, S. Akimoto, H. Suzuki, Chem. Phys. Lett. 175 (1990) 493. Y.B. Chung, D.-J. Jang, D. Kim, M. Lee, H.S. Kim, B.H. Boo, Chem. Phys. Lett. 176 (1991) 453. K.A. Zachariasse, G. Duveneck, R. Busse, J. Am. Chem. Soc. 106 (1984) 1045.
33. [17] K. Hara, S. Akimoto, H. Suzuki, Chem. Phys. Lett. 175 (1990) 493. Y.B. Chung, D.-J. Jang, D. Kim, M. Lee, H.S. Kim, B.H. Boo, Chem. Phys. Lett. 176 (1991) 453. K.A. Zachariasse, G. Duveneck, R. Busse, J. Am. Chem. Soc. 106 (1984) 1045.
34. [17] K. Hara, S. Akimoto, H. Suzuki, Chem. Phys. Lett. 175 (1990) 493. Y.B. Chung, D.-J. Jang, D. Kim, M. Lee, H.S. Kim, B.H. Boo, Chem. Phys. Lett. 176 (1991) 453. K.A. Zachariasse, G. Duveneck, R. Busse, J. Am. Chem. Soc. 106 (1984) 1045.
35. [18] M. Itoh, K. Fuke, S. Kobayashi, J. Chem. Phys. 72 (1980) 1417.
36. [19] M.J.S. Dewar, E.G. Zoebisch, E.F. Henly, J.J.P. Stewart, J. Am. Chem. Soc. 107 (1985) 3902.
37. [20] J.A. Pople, D.L. Beveridge, P.A. Dobosh, J. Chem. Phys. 47 (1967) 2026. J.A. Pople, D.L. Beveridge, Approximate Molecular Orbital Theory, Wiley, New York, 1974. J. Ridley, M. Zerner, Theor. Chim. Acta 32 (1973) 111.
38. [20] J.A. Pople, D.L. Beveridge, P.A. Dobosh, J. Chem. Phys. 47 (1967) 2026. J.A. Pople, D.L. Beveridge, Approximate Molecular Orbital Theory, Wiley, New York, 1974. J. Ridley, M. Zerner, Theor. Chim. Acta 32 (1973) 111.
39. [20] J.A. Pople, D.L. Beveridge, P.A. Dobosh, J. Chem. Phys. 47 (1967) 2026. J.A. Pople, D.L. Beveridge, Approximate Molecular Orbital Theory, Wiley, New York, 1974. J. Ridley, M. Zerner, Theor. Chim. Acta 32 (1973) 111.
40. [21] M.C. Zerner, Review of Computational Chemistry, Wiley, New York, 1996, p. 313.
41. [22] M.S. Gudipati, J. Phys. Chem. 98 (1994) 9750.
42. [23] A.K. Chandra, E.C. Lim, J. Chem. Phys. 49 (1968) 5066.
43. [24] D.H. Waldeck, Chem. Rev. 91 (1991) 415. J.T. Hynes, Theory of Chemical Reactions, vol. 4, CRC, New York, 1985.
44. [24] D.H. Waldeck, Chem. Rev. 91 (1991) 415. J.T. Hynes, Theory of Chemical Reactions, vol. 4, CRC, New York, 1985.
45. [25] Y.-P. Sun, J. Saltiel, J. Phys. Chem. 93 (1989) 6246. J. Saltiel, S.A. Waller, D.F. Sears, Jr., E.A. Hoburg, D.M. Zeglinski, D.H. Waldeck, J. Phys. Chem. 98 (1994) 10 689.
46. [25] Y.-P. Sun, J. Saltiel, J. Phys. Chem. 93 (1989) 6246. J. Saltiel, S.A. Waller, D.F. Sears, Jr., E.A. Hoburg, D.M. Zeglinski, D.H. Waldeck, J. Phys. Chem. 98 (1994) 10 689.