Synthesis and Characterization of Tetrachlorodiarylethyne-Linked Porphyrin Dimers. Effects of Linker Architecture on Intradimer Electronic Communication

Inorganic Chemistry

Volumn 37, Issue 6, 1998, Pages 1191-1201

  Strachan, Jon Paul ^a   Gentemann, Steve ^b   Seth, Jyoti ^c   Kalsbeck, William A ^c   Lindsey, Jonathan S ^a   Holten, Dewey ^b   Bocian, David F ^c  

^a NORTH CAROLINA STATE UNIVERSITY   (United States)

^b WASHINGTON UNIVERSITY   (United States)

^c UNIVERSITY OF CALIFORNIA   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0000519315     PISSN: 00201669     EISSN: None     Source Type: Journal    
DOI: 10.1021/ic970967c     Document Type: Article

References (51)

1. Bothner-By, A. A.; Dadok, J.; Johnson, T. E.; Lindsey, J. S. J. Phys. Chem. 1996, 100, 17551-17557.
2. Prathapan, S.; Johnson, T. E.; Lindsey, J. S. J. Am. Chem. Soc. 1993, 115, 7519-7520.
3. Wasner, R. W.; Lindsey, J. S. J. Am. Chem. Soc. 1994, 116, 9759-9760.
4. Wagner. R. W.; Lindsey, J. S.; Seth, J.; Palaniappan, V.; Bocian, D. F. J. Am. Chem. Soc. 1996, 118, 3996-3997.
5. Seth, J.; Palaniappan, V.; Johnson, T. E.; Prathapan, S.; Lindsey, J. S.; Bocian, D. F. J. Am. Chem. Soc. 1994, 116, 10578-10592.
6. Hsiao, J.-S.; Krueger, B. P.; Wagner, R. W.; Delaney, J. K.; Mauzerall, D. C.; Fleming, G. R.; Lindsey, J. S.; Bocian, D. F.; Donohoe, R. J. J. Am. Chem Soc. 1996, 118, 11181-11193.
7. Seth, J.; Palaniappan, V.; Wagner, R. W.; Johnson, T. E.; Lindsey, J. S.; Bocian, D. F. J. Am. Chem. Soc. 1996, 118, 11194-11207.
8. Li, F.; Gentemann, S.; Kalsbeck, W. A.; Seth, J.; Lindsey, J. S.; Holten, D.; Bocian, D. F. J. Mater. Chem. 1997, 7, 1245-1262.
9. Strachan, J. P.; Gentemann, S.; Seth, J.; Kalsbeck, W. A.; Lindsey, J. S.; Holten, D.; Bocian, D. F. J. Am. Chem. Soc. 1997, 119, 11191-11201.
10. -1, which is used throughout this paper.
11. Kalsbeck, W. A.; Seth, J.; Bocian, D. F. Inorg. Chem. 1996, 35, 7935-7937.
12. Fenyo, D.; Chait, B. T.; Johnson, T. E.; Lindsey, J. S. J. Porphyrins Phthalocyanines 1997, 1, 93-99.
13. Still, W. C: Kahn, M.; Mitra, A. J. Org. Chem. 1978, 43, 2923.
14. (a) Wagner, R. W.; Johnson, T. E.; Lindsey, J. S. J. Am. Chem. Soc. 1996, 118, 11166-11180.
15. (b) Nishino, N.; Wagner, R. W.; Lindsey, J. S. J. Org. Chem. 1996, 61, 7534-7544.
16. Kajigaeshi, S.; Kakinami, T.; Yamasaki, H.; Fujisaki, S.; Okamoto, T. Bull. Chem. Soc. Jpn. 1988, 61, 600-602.
17. Kutepov, D. F.; Kholkhlov, D. N.; Tuzhilkina, V. L. Zh. Obshch. Khim. 1960, 30, 2470.
18. Lamm, B.; Andersson, B. Ark. Kemi 1966, 25, 367.
19. Kirmaier, C.; Holten, D. Biochemistry 1991, 30, 609-613.
20. Lindsey, J. S. In Modular Chemistry; Michl, J., Ed. NATO ASI Series C: Mathematical and Physical Sciences; Vol. 499. Dordrecht, 1997: Kluwer Academic Publishers: pp 517-528.
21. Lindsey, J. S.; Prathapan, S.; Johnson, T. E.; Wagner, R. W. Tetrahedron 1994, 50, 8941-8968.
22. Lindsey, J. S.; Wagner, R. W. J. Org. Chem. 1989, 54, 828-836.
23. Lindsey, J. S.; Schreiman, I. C.; Hsu, H. C.; Kearney, P. C.; Marguerettaz, A. M. J. Org. Chem. 1987, 52, 827-836.
24. Lamm, B.; Andersson, B. Acta Chem. Scand. 1969, 23, 3355-3360.
25. Wagner, R. W.; Johnson, T. E.; Li, F.; Lindsey, J. S. J. Org. Chem. 1995, 60, 5266-5273.
26. Yang, S. I.; Seth, J.; Strachan, J. P.; Gentemann, S.; Kim, D.; Holten, D.; Lindsey, J. S.; Bocian, D. F. J. Phys. Chem. submitted for publications.
27. Lamola, A. A. In Energy Transfer and Organic Photochemistry; Lamola, A. A., and Turro, N. J., Eds.; Interscience: New York 1969.
28. (a) Felton, R. H. In The Porphyrins; Dolphin, D., Ed.; Academic Press: New York, 1978; Vol. V, pp 53-126.
29. (b) Davis, D. G. Ibid.; pp 127-152.
30. Ghosh, A. J. Am. Chem. Soc. 1995, 117, 4691-4699.
31. Cariou, M.; Simonet, J. J. Chem. Soc., Chem. Commun. 1990, 445-446.
32. Armitage, J. B.; Entwistle, N.; Jones, E. R. H.; Whiting, M. C. J. Chem. soc. 1954, 147-154.
33. Heath, G. A.; Yellowlees, L. J.; Braterman, P. S. J. Chem. Soc., Chem. Commun. 1981, 287-289.
34. Elliot, C. M.; Hershenhart, E. J. Am. Chem. Soc. 1982, 104, 7519-7526.
35. Edwards, W. D.; Zerner, M. C. Can. J. Chem. 1985, 63, 1763-1772.
36. (a) Angel, S. M.; DeArmond, M. K.; Donohoe, R. J.; Wertz, D. W. J. Phys. Chem. 1985, 89, 282-285.
37. (bi Donohoe, R. J.; Tait, C. D.; DeArmond, M. K.; Wertz, D. W. Spectrochim. Acta 1986, 42A, 233-240.
38. (c) Tait, C. D.; MacQueen, D. B.; Donohoe, R. J.; DeArmond, M. K.; Hanck, K. W.; Wertz, D. W. J. Phys. Chem. 1986, 90, 1766-1771.
39. (d) Donohoe, R. R.; Tait, C. D.; DeArmond, M. K.; Wertz., D. W. J. Phys. Chem. 1986, 90, 3923-3926.
40. (e) Donohoe, R. J.; Tait, C. D.; DeArmond, M. K.; Wertz, D. W. J. Phys. Chem. 1986, 90, 3927-3930.
41. Fajer, J.; Davis, M. S. In The Porphyrins; Dolphin, D., Ed.; Academic Press: New York, 1979; Vol. IV, pp 197-256.
42. (a) Fujii, H. J. Am. Chem. Soc. 1993, 115, 4641-4648.
43. (b) Fujii, H.; Yoshimura, T.; Kamada, H. Inorg. Chem. 1996, 35, 2373-2377.
44. Jayaraj, K.; Terner, J.; Gold, A.; Roberts, D. A.; Austin, R. N.; Mandon, D.; Weiss, R.; Bill, E.; Müther, M.; Trautwein, A. X. Inorg. Chem. 1996, 35, 1632-1640.
45. Gouterman, M. In The Porphyrins; Dolphin, D., Ed.; Academic Press; New York, 1978; Vol. III, pp 1-165.
46. Seybold, P. G.; Gouterman, M. J. Mol. Spectrosc. 1969, 31, 1-13.
47. (a) Anton, J. A.; Loach, P. A.; Govindjee, Photochem. Photobiol. 1978, 28, 235-242.
48. (b) Brookfield, R. L.; Ellul, H.; Harriman, A.; Porter, G. J. Chem. Soc., Faraday Trans. 2 1986, 82, 219-233.
49. (c) Osuka, A.; Maruyama, K.; Yamazaki, I.; Tamai, N. Chem. Phys. Lett. 1990, 165, 392-396.
50. (d) Gust, D.; Moore, T. A.; Moore, A. L.; Gao, F.; Luttrull, D.; DeGraziano, J. M.; Ma, X. C.; Makings, L. R.; Lee, S.-J.; Trier, T. T.; Bittersmann, E.; Seely, G. R.; Woodward, S.; Bensasson, R. V.; Rougée, M.; De Schryver, F. C.; Van der Auweraer, M. J. Am. Chem. Soc. 1991, 113, 3638-3649.
51. (e) Sessler, J. L.; Wang, B.; Harriman, A. J. Am. Chem. Soc. 1995, 117, 704-714.