Synthesis and excited-state photodynamics of perylene-porphyrin dyads. 4. Ultrafast charge separation and charge recombination between tightly coupled units in polar media

Research on Chemical Intermediates

Volumn 28, Issue 7-9, 2002, Pages 719-740

  Kirmaier, Christine ^a   Yang, Sung Ik ^a   Prathapan, Sreedharan ^b,d   Miller, Mark A ^b   Diers, James R ^c   Bocian, David F ^c   Lindsey, Jonathan S ^b   Holten, Dewey ^a  

^a WASHINGTON UNIVERSITY   (United States)

^b NORTH CAROLINA STATE UNIVERSITY   (United States)

^c UNIVERSITY OF CALIFORNIA   (United States)

^d Department of Polymer Science and Rubber Technology   (India)

Author keywords

[No Author keywords available]

Indexed keywords

CHARGE TRANSFER; ELECTRON TRANSITIONS; ENERGY TRANSFER; ENERGY UTILIZATION; ORGANIC SOLVENTS; SYNTHESIS (CHEMICAL);

EXCITED-STATE PHOTODYNAMICS;

PORPHYRINS;

EID: 0036958339     PISSN: 09226168     EISSN: None     Source Type: Journal    
DOI: 10.1163/15685670260469384     Document Type: Article

References (42)

1. H. Zollinger, Color Chemistry: Syntheses, Properties, and Applications of Organic Dyes and Pigments. VCH, Weinheim (1991).
2. H. R. Kerp, H. Donker, R. B. M. Koehorst, T. J. Schaafsma and E. E. van Faassen, Chem. Phys. Lett. 298, 302 (1998).
3. H. Tian, P.-H. Liu, W. Zhu, E. Gao, D.-J. Wu and S. Cai, J. Mater. Chem. 10, 2708 (2000).
4. H. Langhals and J. Gold, J. Prakt. Chem. 338, 654 (1996).
5. H. Langhals and J. Gold, Liebigs Ann. 1151 (1997).
6. H. Langhals and W. Jona, Angew. Chem. Int. Ed. 37, 952 (1998).
7. F. Würthner and A. Sautter, Chem. Commun. 445 (2000).
8. S.-G. Liu, Y.-Q. Liu, Y. Xu, X.-Z. Jiang and D.-B. Zhu, Tetrahedron Lett. 39, 4271 (1998).
9. (a) M. R. Wasielewski, D. Gosztola and W. A. Svec, Mol. Cryst. Liq. Cryst. 253, 289 (1994).
10. D. Gosztola, M. P. Niemczyk, W. Svec, A. S. Lukas and M. R. Wasielewski, J. Phys. Chem. A 104, 6545 (2000).
11. M. P. O'Neil, M. P. Niemczyk, W. A. Svec, D. Gosztola, G. L. Gaines, III and M. R. Wasielewski, Science 257, 63 (1992).
12. E. M. Just and M. R. Wasielewski, Superlattices Microstr. 28, 317 (2000).
13. D. Gosztola, M. P. Niemczyk and M. R. Wasielewski, J. Am. Chem. Soc. 120, 5118 (1998).
14. M. A. Miller, R. K. Lammi, S. Prathapan, D. Holten and J. S. Lindsey, J. Org. Chem. 65, 6634 (2000).
15. S. Prathapan, S. I. Yang, J. Seth, M. A. Miller, D. F. Bocian, D. Holten and J. S. Lindsey, J. Phys. Chem. B 105, 8237 (2001).
16. S. I. Yang, S. Prathapan, M. A. Miller, J. Seth, D. F. Bocian, J. S. Lindsey and D. Holten, J. Phys. Chem. B 105, 8249 (2001).
17. S. I. Yang, R. K. Lammi, S. Prathapan, M. A. Miller, J. Seth, J. R. Diers, D. F. Bocian, J. S. Lindsey and D. Holten, J. Mater. Chem. 11, 2420 (2001).
18. (a) J. Salbeck, H. Kunkely, H. Langhals, R. W. Saalfrank and J. Daub, Chimia 43, 6 (1989).
19. (b) W. E. Ford, H. Hiratsuka and P. V. Kamat, J. Phys. Chem. 93, 6692 (1989).
20. J.-S. Hsiao, B. P. Krueger, R. W. Wagner, T. E. Johnson, J. K. Delaney, D. C. Mauzerall, G. R. Fleming, J. S. Lindsey, D. F. Bocian and R. J. Donohoe, J. Am. Chem. Soc. 118, 11181 (1996).
21. (a) J. P. Strachan, S. Gentemann, J. Seth, W. A. Kalsbeck, J. S. Lindsey, D. Holten and D. F. Bocian, J. Am. Chem. Soc. 119, 11191 (1997).
22. (b) S. I. Yang, J. Seth, T. Balasubramanian, D. Kim, J. S. Lindsey, D. Holten and D. F. Bocian, J. Am. Chem. Soc. 121, 4008 (1999).
23. F. Li, S. Gentemann, W. A. Kalsbeck, J. Seth, J. S. Lindsey, D. Holten and D. F. Bocian, J. Mater. Chem. 7, 1245 (1997).
24. P. Hascoat, S. I. Yang, R. K. Lammi, J. Alley, D. F. Bocian, J. S. Lindsey and D. Holten, Inorg. Chem. 38, 4849 (1999).
25. R. K. Lammi, A. Ambroise, T. Balasubramanian, R. W. Wagner, D. F. Bocian, D. Holten and J. S. Lindsey, J. Am. Chem. Soc. 122, 7579 (2000).
26. (a) J. Seth, V. Palaniappan, T. E. Johnson, S. Prathapan, J. S. Lindsey and D. F. Bocian, J. Am. Chem. Soc. 116, 10578 (1994).
27. (b) J. Seth, V. Palaniappan, R. W. Wagner, T. E. Johnson, J. S. Lindsey and D. F. Bocian, J. Am. Chem. Soc. 118, 11194 (1996).
28. D. Holten, D. F. Bocian and J. S. Lindsey, Acc. Chem. Res. 35, 57 (2002).
29. M. Adachi, Y. Murata and S. Nakamura, J. Phys. Chem. 99, 14240 (1995).
30. H. Langhals, S. Demmig and H. Huber, Spectrochim. Acta 44A, 1189 (1988).
31. L. Feller, H. Langhals and K. Polborn, Liebigs Ann. 1229 (1995).
32. R. W. Wagner, T. E. Johnson, F. Li and J. S. Lindsey, J. Org. Chem. 60, 5266 (1995).
33. R. W. Wagner, T. E. Johnson and J. S. Lindsey, J. Am. Chem. Soc. 118, 11166 (1996).
34. M. Gouterman, in: The Porphyrins, D. Dolphin (Ed.), Vol. III, pp. 1 - 165. Academic Press, New York (1978).
35. The minor perylene emission that is observed in the dyads may derive in part from trace (<0.1%) PMI monomer rather than exclusively from the perylene in the dyad, judging from the positions and shape of the emission features relative to the reference compounds.
36. f) of the porphyrin [16].
37. The PMI* decay is so fast (≤0.4 ps) that the raw spectra are distorted due to the dispersion in arrival times at the sample of the different wavelengths in the probe pulse. In other words, by the time the probe light has arrived on the red edge of the spectral window shown, the absorption characteristics of PMI* initially present on the blue edge of the spectrum have already decayed to some extent. Thus, the PMI* spectrum is constructed using the initial amplitude (immediately after the instrument response) of AA at each wavelength obtained from analysis of the associated kinetic trace.
38. S. I. Yang, J. Seth, J.-P. Strachan, S. Gentemann, D. H. Kim, D. Holten, J. S. Lindsey and D. F. Bocian, J. Porphyrins Phthalocyanines 3, 117 (1999).
39. A. Ambroise, R. W. Wagner, P. D. Rao, J. A. Riggs, P. Hascoat, J. R. Diers, J. Seth, R. K. Lammi, D. F. Bocian, D. Holten and J. S. Lindsey, Chem. Mater. 13, 1023 (2001).
40. R. K. Lammi, R. W. Wagner, A. Ambroise, J. R. Diers, D. F. Bocian, D. Holten and J. S. Lindsey, J. Phys. Chem. B 105, 5341 (2001).
41. R. K. Lammi, A. Ambroise, R. W. Wagner, J. G. Diers, D. F. Bocian, D. Holten and J. S. Lindsey, Chem. Phys. Lett. 341, 35 (2001).
42. N. Sutin and R. M. Marcus, Biochim. Biophys. Acta 811, 265 (1985).