Iridium cyclometalated complexes with axial symmetry: Time-dependent density functional theory investigation of trans-bis-cyclometalated complexes containing the tridentate ligand 2,6-diphenylpyridine

Inorganic Chemistry

Volumn 44, Issue 5, 2005, Pages 1282-1289

  Polson, Matthew ^a   Ravaglia, Marcella ^a   Fracasso, Sandro ^a   Garavelli, Marco ^b   Scandola, Franco ^a  

^a UNIVERSITY OF FERRARA   (Italy)

^b Dipto di Chimica G Ciamicianu   (Italy)

Author keywords

[No Author keywords available]

Indexed keywords

2,6 DIPHENYLPYRIDINE; IRIDIUM COMPLEX; PYRIDINE DERIVATIVE; UNCLASSIFIED DRUG;

ABSORPTION; ABSORPTION SPECTROSCOPY; ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CHEMICAL BINDING; COMPLEX FORMATION; CRYSTAL STRUCTURE; CYCLIC POTENTIOMETRY; DENSITY FUNCTIONAL THEORY; ELECTROCHEMISTRY; FLAME PHOTOMETRY; GEOMETRY; MASS SPECTROMETRY; PROTON NUCLEAR MAGNETIC RESONANCE; ROOM TEMPERATURE; X RAY CRYSTALLOGRAPHY;

EID: 14744304295     PISSN: 00201669     EISSN: None     Source Type: Journal    
DOI: 10.1021/ic049277g     Document Type: Article

References (56)

1. (a) Scandola, F.; Chiorboli, C.; Indelli, M. T.; Rampi, M. A. In Electron Transfer in Chemistry; Balzani, V., Ed.; Wiley-VCH; Weinheim, Germany, 2001; Vol. III, Chapter 2.3, pp 337-408.
2. (b) Campagna, S.; Serroni, S.; Puntoriero, F.; Di Pietro, C.; Ricevuto, V. In Electron Transfer in Chemistry; Balzani, V., Ed.; Wiley-VCH; Weinheim, Germany, 2001; Vol. V, Chapter 1.6, pp 186-214.
3. (c) De Cola, L.; Belser, P. In Electron Transfer in Chemistry; Balzani, V., Ed.; Wiley-VCH: Weinheim, Germany, 2001; Vol. V, Chapter 1.3, pp 97-136.
4. Tamayo, A, B.; Alleyne, B. D.; Djurovich, P. I.; Lamansky, S.; Tsyba, I.; Ho, N. N.; Bu, R.; Thompson, M. E. J. Am. Chem. Soc. 2003, 125, 7377.
5. Baldo, M. A.; Thompson, M. E.; Forrest, S. R. Nature 2000, 403, 750.
6. Lamansky, S.; Djurovich, P.; Murphy, D.; Abdel-Razzaq, F.; Lee, H.-E.; Adachi, C.; Burrows, P. E.; Forrest, S. R.; Thompson, M. E. J. Am. Chem. Soc. 2001, 123, 4304-4312.
7. Nazeeruddin, Md. K.; Humphry-Baker, R.; Berner, D.; Rivier, S.; Zuppiroli, L.; Graetzel, M. J. Am. Chem. Soc. 2003, 125, 8790-8797.
8. (a) Sutin, N. Acc. Chem. Res. 1968, 1, 225.
9. (b) Meyer, T. J. Acc. Chem. Res. 1978, 11, 94.
10. (c) Schmid, B.; Garces, F. O.; Watts, R. J. Inorg. Chem. 1994, 32, 9.
11. (a) Belmore, K. A.; Vanderpool, R. A.; Tsai, J.-C.; Khan, M. A.; Nicholas, K. M. J. Am. Chem. Soc. 1988, 110, 2004.
12. (b) Silaware, N. D.; Goldman, A. S.; Ritter, R.; Tyler, D. R. Inorg. Chem. 1989, 28, 1231, 1488.
13. (a) Demas, J. N.; Harris, E. W.; McBride, R. P. J. Am. Chem. Soc. 1977, 99, 3547.
14. (b) Demas, J. N.; Harris, E. W.; Flynn, C. M.; Diemente, D. J. Am. Chem. Soc. 1975, 97, 3838.
15. (c) Gao, R.; Ho, D. G.; Hernandez, B.; Selke, M.; Murphy, D.; Djurovich, P. I.; Thompson, M. E. J. Am. Chem. Soc. 2002, 124, 14828.
16. Lo, K. K. W.; Ng, D. C. M.; Chung, C. K. Organometallics 2001, 20, 4999-5001.
17. Polson, M.; Fracasse, S.; Bertolasi, V.; Ravaglia, M.; Scandola, F. Inorg. Chem. 2004, 43, 1950-1956.
18. (a) Page, S. E.; Flood, A.; Gordon, K. C. J. Chem. Soc., Dalton Trans. 2002, 6, 1180-1187.
19. (b) Waterland, M. R.; Flood, A.; Gordon, K. C. J. Chem. Soc., Dalton Trans. 2000, 2, 121-127.
20. Inorganic and Electronic Spectroscopy, Volume II, Applications and Case Studies; Soloman, E. I., Lever, A. B. P., Eds.; J. Wiley and Sons Inc.: New York, 1999.
21. (a) Tozer, D. J.; Handy, N. C. J. Chem. Phys. 1998, 109, 10180.
22. (b) Matsuzawa, N. N.; Ishitani, A.; Dixon, D. A.; Uda, T. J. Phys. Chem. A 2001, 105, 4953.
23. (c) Boulet, P.; Chermette, H.; Daul, C.; Gilardoni, F.; Rogemond, F.; Weber, J.; Zuber, G. J. Phys. Chem. A 2001, 105, 885.
24. (d) Cavillot, V.; Champagne, B. Chem. Phys. Lett. 2002, 354, 449.
25. (a) Wolfbauer, G.; Bond, AM.; Deacon, G. B.; MacFarlane, D. R.; Spiccia, L. J. Am. Chem. Soc. 2000, 122, 130-142.
26. (b) Rensmo, H.; Lunell, S.; Siegbahn, H. J. Photochem. Photobiol. A 1998, 114, 117.
27. (c) Nazeeruddin, Md. K.; Zakeeruddin, S. M.; Humphry-Baker, R.; Gorelsky, S. I.; Lever, A. B. P.; Gratzel, M. Coord. Chem. Rev. 2000, 208, 213.
28. Koch, W.; Holthausen, M. C. A Chemist's Guide to Density Functional Theory; Wiley-VCH: Weinheim, Germany, 2000.
29. Lamansky, S.; Djurovich, P.; Murphy, D.; Abdel-Razzaq, F.; Kwong, R.; Tsyba, I.; Bortz, M.; Mui, B.; Bau, R.; Thompson, M. E. Inorg. Chem. 2001, 40, 1704.
30. Collin, J.-P.; Dixon, I. M.; Sauvage, J.-P.; Williams, J. A. G.; Barigelletti, F.; Flamigni, L. J. Am. Chem. Soc. 1999, 121, 5009-5016.
31. Cave, G. W. V.; Raston, C. L. J. Chem. Soc., Perkin Trans. 1 2001, 3258.
32. Chiorboli, C.; Rodgers, M. A. J.; Scandola, F. J. Am. Chem. Soc. 2003, 125 (2), 483-491.
33. (a) Lee, C.; Yang, W.; Parr, R. G. Phys. Rev. B 1988, 37, 785.
34. (b) Becke, A. D. J. Chem. Phys. 1993, 95, 5648.
35. (c) Jeffrey Hay, P. J. Phys. Chem. A 2002, 106, 1634-1641.
36. Hay, P. J.; Wadt, W. R. J. Chem. Phys. 1985, 82, 299-310.
37. Guillemoles, J. F.; Barone, V.; Joubert, L.; Adamo, C. J. Phys. Chem. A 2002, 106 (46), 11354-11360.
38. Frisch, M. J.; Trucks, G. W.; Schlegel, H. B.; Scuseria, G. E.; Robb, M. A.; Cheeseman, J. R.; Zakrzewski, V. G.; Montgomery, J. A.; Stratmann, 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. G.; Chen, W.; Wong, M. W.; Andres, J. L.; Head-Gordon, M.; Replogle, E. S.; Pople, J. A. Gaussian 98, revision A.11; Gaussian, Inc.: Pittsburgh, PA, 1998.
39. Schaftenaar, G.; Noordik, J. H. Molden: a pre- and post-processing program for molecular and electronic structures. J. Comput.-Aided Mol. Des. 2000, 14, 123-134.
40. Flükiger, H. P.; Lüthi, S.; Portmann, J.; Weber, P. MOLEKEL 4.3; Swiss Center for Scientific Computing: Manno, Switzerland, 2000-2002. Portmann, S.; Lüthi, H. P. MOLEKEL: An Interactive Molecular Graphics Tool. CHIMIA 2000, 54, 766-770.
41. Flükiger, H. P.; Lüthi, S.; Portmann, J.; Weber, P. MOLEKEL 4.3; Swiss Center for Scientific Computing: Manno, Switzerland, 2000-2002. Portmann, S.; Lüthi, H. P. MOLEKEL: An Interactive Molecular Graphics Tool. CHIMIA 2000, 54, 766-770.
42. Ghizdavu, L.; Lentzen, O.; Schumm, S.; Brodkorb, A.; Moucheron, C.; Kirsch-De Mesmaeker, A. Inorg. Chem. 2003, 42, 1935-1944.
43. Yam, V. W. W.; Tang, R. P. L.; Wong, K. M. C.; Lu, X. X.; Cheung, K. K.; Zhu, N. Chem-Eur. J. 2002, 8, 4066.
44. Ohsawa, Y.; Sprouse, S.; King, K. A.; DeArmond, M. K.; Hanck, K. W.; Watts, R. J. J. Phys. Chem. 1987, 91, 1047.
45. Hammarstrom, L.; Barigelletti, F.; Flamigni, L.; Indelli, M. T.; Armaroli, N.; Calogero, G.; Guardigli, M.; Sour, A.; Collin, J.-P.; Sauvage, J.-P. J. Phys. Chem. A. 1997, 101 (48), 9061-9069.
46. Garces, F. O.; King, K. A.; Watts, R. J. Inorg. Chem. 1988, 27, 3464.
47. Collin, J.-P.; Guillerez, S.; Sauvage, J.-P.; Barigelletti, F.; De Cola, L.; Flamigni, L.; Balzani, V. Inorg. Chem. 1991, 30, 4230.
48. Damrauer, N. H.; McCusker, J. K. J. Phys. Chem. A. 1999, 103, 8440-8446.
49. LUMO+1-LUMO = 0.02 eV), and, finally, the nature of the transition (linear combination of single excitations), the results prove to be reasonable. See the Supporting Information for frontier orbital energies and details of one-electron transitions involved in low-energy excitations.
50. Bauernschmitt, R.; Ahlrichs, R. Chem. Phys. Lett. 1996, 256, 454-464.
51. Day, P.; Sanders, N. J. Chem. Soc. A 1967, 1536.
52. -1 compared to the equilibrium geometry on the same PES. The result clarifies that the abovementioned is not a free rotation.
53. Ai, H. Q.; Bu, Y. X.; Han, K. L. J. Chem. Phys. 2002, 117, 7593-7602.
54. Hansen, P. W.; Jensen, P. W. Spectrochim. Acta, Part A 1994, 50A, 169-83.
55. Novozhilova, I. V.; Volkov, A. V.; Coppens, P. J. Am. Chem. Soc. 2003, 125, 1079-1087.
56. Munzarova, M. L.; Kubacxclek, P.; Kaupp, M. J. Am. Chem. Soc. 2000, 122, 11900-11913.