Luminescent mononuclear and binuclear cyclometalated palladium(II) complexes of 6-Phenyl-2,2'-bipyridines: Spectroscopic and structural comparisons with platinum(II) analogues1,2

Inorganic Chemistry

Volumn 39, Issue 2, 2000, Pages 255-262

  Lai, Siu Wai ^a   Cheung, Tsz Chun ^a   Chan, Michael C W ^a   Cheung, Kung Kai ^a   Peng, Shie Ming ^b   Che, Chi Ming ^a  

^a UNIVERSITY OF HONG KONG   (Hong Kong)

^b NATIONAL TAIWAN UNIVERSITY   (Taiwan)

Author keywords

[No Author keywords available]

Indexed keywords

6 PHENYL 2,2' BIPYRIDINE DERIVATIVE; PALLADIUM COMPLEX; UNCLASSIFIED DRUG;

ARTICLE; CRYSTAL STRUCTURE; LUMINESCENCE; PHOTOREACTIVATION; SPECTROSCOPY; STRUCTURE ANALYSIS; SYNTHESIS; X RAY CRYSTALLOGRAPHY;

EID: 0034707530     PISSN: 00201669     EISSN: None     Source Type: Journal    
DOI: 10.1021/ic991089g     Document Type: Article

References (47)

1. Lai, S. W.; Chan, M. C. W.; Cheung, T. C.; Peng, S. M.; Che, C. M. Inorg. Chem. 1999, 38, 4046.
2. Cheung, T. C.; Cheung, K. K.; Peng, S. M.; Che, C. M. J. Chem. Soc., Dalton Trans. 1996, 1645.
3. For example, see: (a) Roundhill, D. M.; Gray H. B.; Che, C. M. Acc. Chem. Res. 1989, 22, 55. (b) Houlding, V. H.; Miskowski, V. M. Coord. Chem. Rev. 1991, 111, 145. (c) Kunkely, H.; Vogler, A. J. Am. Chem. Soc. 1990, 112, 5625. (d) Cummings, S. D.; Eisenberg, R. J. Am. Chem. Soc. 1996, 118, 1949. (e) Sandrini, D.; Maestri, M.; Balzani, V.; Chassot, L.; von Zelewsky, A. J. Am. Chem. Soc. 1987, 109, 7720.
4. For example, see: (a) Roundhill, D. M.; Gray H. B.; Che, C. M. Acc. Chem. Res. 1989, 22, 55. (b) Houlding, V. H.; Miskowski, V. M. Coord. Chem. Rev. 1991, 111, 145. (c) Kunkely, H.; Vogler, A. J. Am. Chem. Soc. 1990, 112, 5625. (d) Cummings, S. D.; Eisenberg, R. J. Am. Chem. Soc. 1996, 118, 1949. (e) Sandrini, D.; Maestri, M.; Balzani, V.; Chassot, L.; von Zelewsky, A. J. Am. Chem. Soc. 1987, 109, 7720.
5. For example, see: (a) Roundhill, D. M.; Gray H. B.; Che, C. M. Acc. Chem. Res. 1989, 22, 55. (b) Houlding, V. H.; Miskowski, V. M. Coord. Chem. Rev. 1991, 111, 145. (c) Kunkely, H.; Vogler, A. J. Am. Chem. Soc. 1990, 112, 5625. (d) Cummings, S. D.; Eisenberg, R. J. Am. Chem. Soc. 1996, 118, 1949. (e) Sandrini, D.; Maestri, M.; Balzani, V.; Chassot, L.; von Zelewsky, A. J. Am. Chem. Soc. 1987, 109, 7720.
6. For example, see: (a) Roundhill, D. M.; Gray H. B.; Che, C. M. Acc. Chem. Res. 1989, 22, 55. (b) Houlding, V. H.; Miskowski, V. M. Coord. Chem. Rev. 1991, 111, 145. (c) Kunkely, H.; Vogler, A. J. Am. Chem. Soc. 1990, 112, 5625. (d) Cummings, S. D.; Eisenberg, R. J. Am. Chem. Soc. 1996, 118, 1949. (e) Sandrini, D.; Maestri, M.; Balzani, V.; Chassot, L.; von Zelewsky, A. J. Am. Chem. Soc. 1987, 109, 7720.
7. For example, see: (a) Roundhill, D. M.; Gray H. B.; Che, C. M. Acc. Chem. Res. 1989, 22, 55. (b) Houlding, V. H.; Miskowski, V. M. Coord. Chem. Rev. 1991, 111, 145. (c) Kunkely, H.; Vogler, A. J. Am. Chem. Soc. 1990, 112, 5625. (d) Cummings, S. D.; Eisenberg, R. J. Am. Chem. Soc. 1996, 118, 1949. (e) Sandrini, D.; Maestri, M.; Balzani, V.; Chassot, L.; von Zelewsky, A. J. Am. Chem. Soc. 1987, 109, 7720.
8. For example, see: (a) Peyratout, C. S.; Aldridge, T. K.; Crites, D. K.; McMillin, D. R. Inorg. Chem. 1995, 34, 4484. (b) Kunugi, Y.; Mann, K. R.; Miller, L. L.; Exstrom, C. L. J. Am. Chem. Soc. 1998, 120, 589. (c) Wong, K. H.; Chan, M. C. W.; Che, C. M. Chem. Eur. J. 1999, 5, 2845.
9. For example, see: (a) Peyratout, C. S.; Aldridge, T. K.; Crites, D. K.; McMillin, D. R. Inorg. Chem. 1995, 34, 4484. (b) Kunugi, Y.; Mann, K. R.; Miller, L. L.; Exstrom, C. L. J. Am. Chem. Soc. 1998, 120, 589. (c) Wong, K. H.; Chan, M. C. W.; Che, C. M. Chem. Eur. J. 1999, 5, 2845.
10. For example, see: (a) Peyratout, C. S.; Aldridge, T. K.; Crites, D. K.; McMillin, D. R. Inorg. Chem. 1995, 34, 4484. (b) Kunugi, Y.; Mann, K. R.; Miller, L. L.; Exstrom, C. L. J. Am. Chem. Soc. 1998, 120, 589. (c) Wong, K. H.; Chan, M. C. W.; Che, C. M. Chem. Eur. J. 1999, 5, 2845.
11. Maestri, M.; Sandrini, D.; Balzani, V.; von Zelewsky, A.; Jolliet, P. Helv. Chim. Acta 1988, 71, 134.
12. (a) Schwarz, R.; Gliemann, G.; Jolliet, P.; von Zelewsky, A. Inorg. Chem. 1989, 28, 742. (b) Glasbeek, M.; Sitters, R.; van Veldhoven, E.; von Zelewsky, A.; Humbs, W.; Yersin, H. Inorg. Chem. 1998, 37, 5159.
13. (a) Schwarz, R.; Gliemann, G.; Jolliet, P.; von Zelewsky, A. Inorg. Chem. 1989, 28, 742. (b) Glasbeek, M.; Sitters, R.; van Veldhoven, E.; von Zelewsky, A.; Humbs, W.; Yersin, H. Inorg. Chem. 1998, 37, 5159.
14. García-Herbosa, G.; Muñoz, A.; Maestri, M. J. Photochem. Photobiol. A: Chem. 1994, 83, 165.
15. (a) Maestri, M.; Sandrini, D.; Balzani, V.; von Zelewsky, A.; Cornioley-Deuschel, C.; Jolliet, P. Helv. Chim. Acta 1988, 71, 1053. (b) Barigelletti, F.; Sandrini, D.; Maestri, M.; Balzani, V.; von Zelewsky, A.; Chassot, L.; Jolliet, P.; Maeder, U. Inorg. Chem. 1988, 27, 3644. (c) Maestri, M.; Cornioley-Deuschel, C.; von Zelewsky, A. Coord. Chem. Rev. 1991, 111, 117. (d) Jolliet, P.; Gianini, M.; von Zelewsky, A.; Bernardinelli, G.; Stoeckli-Evans, H. Inorg. Chem. 1996, 33, 4883, and references therein.
16. (a) Maestri, M.; Sandrini, D.; Balzani, V.; von Zelewsky, A.; Cornioley-Deuschel, C.; Jolliet, P. Helv. Chim. Acta 1988, 71, 1053. (b) Barigelletti, F.; Sandrini, D.; Maestri, M.; Balzani, V.; von Zelewsky, A.; Chassot, L.; Jolliet, P.; Maeder, U. Inorg. Chem. 1988, 27, 3644. (c) Maestri, M.; Cornioley-Deuschel, C.; von Zelewsky, A. Coord. Chem. Rev. 1991, 111, 117. (d) Jolliet, P.; Gianini, M.; von Zelewsky, A.; Bernardinelli, G.; Stoeckli-Evans, H. Inorg. Chem. 1996, 33, 4883, and references therein.
17. (a) Maestri, M.; Sandrini, D.; Balzani, V.; von Zelewsky, A.; Cornioley-Deuschel, C.; Jolliet, P. Helv. Chim. Acta 1988, 71, 1053. (b) Barigelletti, F.; Sandrini, D.; Maestri, M.; Balzani, V.; von Zelewsky, A.; Chassot, L.; Jolliet, P.; Maeder, U. Inorg. Chem. 1988, 27, 3644. (c) Maestri, M.; Cornioley-Deuschel, C.; von Zelewsky, A. Coord. Chem. Rev. 1991, 111, 117. (d) Jolliet, P.; Gianini, M.; von Zelewsky, A.; Bernardinelli, G.; Stoeckli-Evans, H. Inorg. Chem. 1996, 33, 4883, and references therein.
18. (a) Maestri, M.; Sandrini, D.; Balzani, V.; von Zelewsky, A.; Cornioley-Deuschel, C.; Jolliet, P. Helv. Chim. Acta 1988, 71, 1053. (b) Barigelletti, F.; Sandrini, D.; Maestri, M.; Balzani, V.; von Zelewsky, A.; Chassot, L.; Jolliet, P.; Maeder, U. Inorg. Chem. 1988, 27, 3644. (c) Maestri, M.; Cornioley-Deuschel, C.; von Zelewsky, A. Coord. Chem. Rev. 1991, 111, 117. (d) Jolliet, P.; Gianini, M.; von Zelewsky, A.; Bernardinelli, G.; Stoeckli-Evans, H. Inorg. Chem. 1996, 33, 4883, and references therein.
19. Van Houten, K. A.; Heath, D. C.; Barringer, C. A.; Rheingold, A. L.; Pilato, R. S. Inorg. Chem. 1998, 37, 4647.
20. Newkome, G. R.; Onishi, M.; Puckett, W. E.; Deutsch, W. A. J. Am. Chem. Soc. 1980, 102, 4551.
21. (a) Suggs, J. W.; Dube, M. J.; Nichols, M. J. Chem. Soc., Chem Commun. 1993, 307. (b) Suggs, J. W.; Higgins, J. D., III; Wagner, R. W.; Millard, J. T. In Metal-DNA Chemistry, ACS Symposium Series 402; Tullius, T. D., Ed.; American Chemical Society: Washington DC, 1989; p 146.
22. (a) Suggs, J. W.; Dube, M. J.; Nichols, M. J. Chem. Soc., Chem Commun. 1993, 307. (b) Suggs, J. W.; Higgins, J. D., III; Wagner, R. W.; Millard, J. T. In Metal-DNA Chemistry, ACS Symposium Series 402; Tullius, T. D., Ed.; American Chemical Society: Washington DC, 1989; p 146.
23. (a) Tse, M. C.; Cheung, K. K.; Chan, M. C. W.; Che, C. M. Chem. Commun. 1998, 2295. (b) Lai, S. W.; Chan, M. C. W.; Cheung, K. K.; Che, C. M. Organometallics 1999, 18, 3327.
24. (a) Tse, M. C.; Cheung, K. K.; Chan, M. C. W.; Che, C. M. Chem. Commun. 1998, 2295. (b) Lai, S. W.; Chan, M. C. W.; Cheung, K. K.; Che, C. M. Organometallics 1999, 18, 3327.
25. Kröhnke, F. Synthesis 1976, 1.
26. Constable, E. C.; Henney, R. P. G.; Leese, T. A.; Tocher, D. A. J. Chem. Soc. Chem. Commun. 1990, 513.
27. PATTY: Beurskens, P. T.; Admiral, G.; Beursken, G.; Bosman, W. P.; Garcia-Granda, S.; Gould, R. O.; Smits, J. M. M.; Smykalla, C. The DIRDIF program system. Technical Report of the Crystallography Laboratory, University of Nijmegen, The Netherlands, 1992.
28. TeXsan: Crystal Structure Analysis Package; Molecular Structure Corporation: The Woodlands, TX, 1985 and 1992.
29. Bardwell, D. A.; Crossley, J. G.; Jeffery, J. C.; Orpen, A. G.; Psillakis, E.; Tilley, E. E. M.; Ward, M. D. Polyhedron, 1994, 13, 2291.
30. For example, see: (a) Cotton, F. A.; Matusz, M.; Poli, R.; Feng, X. J. Am. Chem. Soc. 1988, 110, 1144. (b) Ogoshi, S.; Tsutsumi, K.; Ooi, M.; Kurosawa, H. J. Am. Chem. Soc. 1995, 117, 10415. (c) Tanase, T.; Ukaji, H.; Yamamoto, Y. J. Chem. Soc., Dalton Trans. 1996, 3059.
31. For example, see: (a) Cotton, F. A.; Matusz, M.; Poli, R.; Feng, X. J. Am. Chem. Soc. 1988, 110, 1144. (b) Ogoshi, S.; Tsutsumi, K.; Ooi, M.; Kurosawa, H. J. Am. Chem. Soc. 1995, 117, 10415. (c) Tanase, T.; Ukaji, H.; Yamamoto, Y. J. Chem. Soc., Dalton Trans. 1996, 3059.
32. For example, see: (a) Cotton, F. A.; Matusz, M.; Poli, R.; Feng, X. J. Am. Chem. Soc. 1988, 110, 1144. (b) Ogoshi, S.; Tsutsumi, K.; Ooi, M.; Kurosawa, H. J. Am. Chem. Soc. 1995, 117, 10415. (c) Tanase, T.; Ukaji, H.; Yamamoto, Y. J. Chem. Soc., Dalton Trans. 1996, 3059.
33. Yap, G. P. A.; Jensen, C. M. Inorg. Chem. 1992, 31, 4823.
34. García-Herbosa, G.; Muñoz, A.; Miguel, D.; García-Granda, S. Organometallics 1994, 13, 1775.
35. Yip, H. K.; Lai, T. F.; Che, C. M. J. Chem. Soc., Dalton Trans. 1991, 1639.
36. Che, C. M.; He, L. Y.; Poon, C. K.; Mak, T. C. W. Inorg. Chem. 1989, 28, 3081.
37. Hunter, C. A.; Sanders, J. K. M. J. Am. Chem. Soc. 1990, 112, 5525.
38. Zhang, W.; Bensimon, C.; Crutchley, R. J. Inorg. Chem. 1993, 32, 5808.
39. Wakatsuki, Y.; Yamazaki, H.; Grutsch, P. A.; Santhanam, M.; Kutal, C. J. Am. Chem. Soc. 1985, 107, 8153.
40. Miskowski, V. M.; Houlding, V. H. Inorg. Chem. 1991, 30, 4446.
41. These complexes are weakly emissive in frozen dichloromethane at 77 K.
42. Non-linear exponential decays for solid-state emission lifetimes were observed.
43. Comparable emissions have been observed for Pt(II) terpyridine complexes: (a) Bailey, J. A.; Hill, M. G.; Marsh, R. E.; Miskowski, V. M.; Schaefer, W. P.; Gray, H. B. Inorg. Chem. 1995, 34, 4591. (b) Arena, G.; Calogero, G.; Campagna, S.; Scolaro, L. M.; Ricevuto, V.; Romeo, R. Inorg. Chem. 1998, 37, 2763. (c) Lai, S. W.; Chan, M. C. W.; Cheung, K. K.; Che, C. M. Inorg. Chem. 1999, 38, 4262.
44. Comparable emissions have been observed for Pt(II) terpyridine complexes: (a) Bailey, J. A.; Hill, M. G.; Marsh, R. E.; Miskowski, V. M.; Schaefer, W. P.; Gray, H. B. Inorg. Chem. 1995, 34, 4591. (b) Arena, G.; Calogero, G.; Campagna, S.; Scolaro, L. M.; Ricevuto, V.; Romeo, R. Inorg. Chem. 1998, 37, 2763. (c) Lai, S. W.; Chan, M. C. W.; Cheung, K. K.; Che, C. M. Inorg. Chem. 1999, 38, 4262.
45. Comparable emissions have been observed for Pt(II) terpyridine complexes: (a) Bailey, J. A.; Hill, M. G.; Marsh, R. E.; Miskowski, V. M.; Schaefer, W. P.; Gray, H. B. Inorg. Chem. 1995, 34, 4591. (b) Arena, G.; Calogero, G.; Campagna, S.; Scolaro, L. M.; Ricevuto, V.; Romeo, R. Inorg. Chem. 1998, 37, 2763. (c) Lai, S. W.; Chan, M. C. W.; Cheung, K. K.; Che, C. M. Inorg. Chem. 1999, 38, 4262.
46. Bailey, J. A.; Miskowski, V. M.; Gray, H. B. Inorg. Chem. 1993, 32, 369.
47. Cornioley-Deuschel, C.; von Zelewsky, A. Inorg. Chem. 1987, 26, 3354.