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http://dx.doi.org/10.5012/bkcs.2009.30.11.2754

Novel Cationic 2-Phenylpyridine-based Iridium(III) Complexes Bearing an Ancillary Phosphine Ligand: Synthesis, Photophysics and Crystal Structure  

Ma, Ai-Feng (Department of Chemistry, Pusan National University)
Seo, Hoe-Joo (Department of Chemistry, Pusan National University)
Jin, Sung-Ho (Department of Chemistry Education and Interdisciplinary Program of Advanced Information and Display Materials, Pusan National University)
Yoon, Ung-Chan (Department of Chemistry, Pusan National University)
Hyun, Myeong-Ho (Department of Chemistry, Pusan National University)
Kang, Sung-Kwon (Department of Chemistry, Chungnam National University)
Kim, Young-Inn (Department of Chemistry Education and Interdisciplinary Program of Advanced Information and Display Materials, Pusan National University)
Publication Information
Bulletin of the Korean Chemical Society / v.30, no.11, 2009 , pp. 2754-2758 More about this Journal
Abstract
Three novel phosphorescent 2-phenylpyridine-based iridium(III) complexes, $[(ppy)_2Ir(P\^{}N)]PF6\;(1),\;[(dfppy)_2Ir(P\^{}N)]PF_6$ (2), and $[(dfmppy)_2 Ir(P\^{}N)]PF6$ (3), where $P\^{}N$ = 2-[(diphenylphosphino)methyl]pyridine (dppmp), were synthesized and characterized. The absorption, photoluminescence, cyclic voltammetry and thermal stability of the complexes were investigated. The complexes showed bright blue luminescences at wavelengths of 448 $\sim$ 500 nm at room temperature in $CHCl_3$ and revealed that the $\pi$-acceptor ability of the phosphorous atom in the ancillary dppmp ligand plays an important role in tuning emission color resulting in a blue-shift emission. The single crystal structure of $[(dfmppy))_2Ir(P\^N)]PF_6$ was determined using X-ray crystallography. The iridium metal center adopts a distorted octahedral structure coordinated to two dfmppy and one dppmp ligand, showing cis C-C and trans N-N chelate dispositions. There is a $\pi-\pi$ overlap between π electrons delocalized in the difluorophenyl rings.
Keywords
Iridium complex; Cationic heteroleptic cyclometalated complex; Phosphine ligand; Blue phosphorescence;
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1 Yang, C. H.; Cheng, Y. M.; Chi, Y.; Hsu, C. H.; Fang, F. C.; Wong, K. T.; Chou, P. T.; Chang, C. H.; Tsai, M. H.; Wu, C. C. Angew. Chem. Int. Ed. 2007, 46, 2418   DOI   ScienceOn
2 Mak, C. S. K.; Hayer, A.; Pascu, S. I.; Watkins, S. E.; Holmer, A. B.; Kohler, A.; Friend, R. H. Chem. Commun. 2005, 37, 4708   DOI   ScienceOn
3 Joshi, H. S.; Jamshidi, R.; Tor, Y. Angew. Chem. Int. Ed. 1999, 38, 2721.   DOI   ScienceOn
4 Fang, K. H.; Sun, I. W. Inorganic Chimica Acta 2006, 359, 441.   DOI   ScienceOn
5 Zhang, X.; Shetty, A. S.; Jenekhe, S. A. Macromolecles 1999, 32, 7422   DOI   ScienceOn
6 Xiao, G.; Lei, P.; Chi, H.; Lu, Y.; Dong, Y.; Hu, Z.; Zhang, Z.; Li, X. Syn. Metals. 2009, 159, 705   DOI
7 Bolink, H. J.; Coronado, E.; Santamaria, S. G.; Sessolo, M.; Evans, N.; Klein, C.; Baranoff, E.; Kalyanasundaram, K.; Graetzek, M.; Nazeeruddin, M. K. Chem. 2007, 3276.
8 SADABS. Program for absorption correction using SMART CCD based on the method of: Blessing, R. H. Acta. Crystallogr. A 1995, 51. 33   DOI   ScienceOn
9 Sheldrick, G. M. SHELXTL, V 6.1; Bruker Analytical X-ray Systems, Inc.: Madison, WI 1997   DOI   ScienceOn
10 SAINTPLUS, V 5.00 Software for the CCD Detector System; Bruker Analytical X-ray Systems, Inc.: Madison, WI 1998
11 Adachi, C.; Kwong, R. C.; Djurovich, P.; Adamovich, V.; Baldo, M. A.; Thompson, M. E.; Forrest, S. R. Appl. Phys. Lett. 2001, 79, 2082   DOI   ScienceOn
12 Xu, M.; Zhou, R.; Wang, G.; Yu, J. Inorg. Chemi. Acta 2009, 362, 2183   DOI   ScienceOn
13 Baldo, M. A.; Lamansky, S.; Burrows, P. E.; Thomson, M. E.; Forrest, S. R. Appl. Phys. Lett. 1999, 75, 4   DOI   ScienceOn
14 Tsuboyama, A.; Miura, S.; Takaguchi, T.; Okada, S.; Hoshino, M.; Ueno, K. J. Am. Chem. Soc. 2003, 125, 12971.   DOI   ScienceOn
15 Lee, S. J.; Park, J. S.; Song, M.; Yoon, K. J.; Kim, Y.-I.; Jin, S. H.; Seo, H. J. Appl. Phys. Lett. 2008, 92, 193312.   DOI   ScienceOn
16 Miyaura, N.; Suzuki, A. Chem. Rev. 1995, 95, 2457   DOI   ScienceOn
17 Lee, S. J.; Park, J. S.; Yoon, K. J.; Kim, Y.-I.; Jin, S. H.; Kang, S. K.; Gal, Y. S.; Kang, S. W.; Lee, J. Y.; Kang, J. W.; Lee, S. H.; Park, H. D.; Kim, J. J. Adv. Funct. Mater. 2008, 18, 3922.   DOI   ScienceOn
18 Adachi, C.; Baldo, M. A.; Forrest, S. R.; Thompson, M. E. Appl. Phys. Lett. 2000, 77, 904   DOI   ScienceOn
19 Chiu, Y. C.; Chi, Y.; Hang, J. Y.; Yu, Y. C.; Chung, M. W.; Lee, G. H.; Chou, P. T.; Chen, C. C.; Wu, C. C.; Hsieh, H. Y. ACS Appl. Mater. Interfaces 2009, 1, 433   DOI   ScienceOn
20 SMART, V 5.05 Software for the CCD Detector System; Bruker Analytical X-ray Systems, Inc.: Madison, WI 1998   DOI   ScienceOn
21 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   DOI   ScienceOn
22 Orselli, E.; Kotlas, C. S.; Konradsson, A. E.; Coppo, P.; Frhlich, R.; Cola, L. D.; Dijken, A.; Bchel, M.; Brner, A. Inorg. Chem. 2007, 46, 11082.   DOI   ScienceOn
23 Tamayo, A. B.; Alleyne, B. D.; Djurovich, P. I.; Lamansky, S.; Tsyba, I.; Ho, N. N.; Bau, R.; Thompson, M. E. J. Am. Chem. Soc. 2003, 125, 7377   DOI   ScienceOn
24 Wu, L. L.; Yang, C. H.; Sun, I. W.; Chu, S. Y.; Kao, P. C.; Huang, H. H. Orgnometallics 2007, 26, 2017   DOI   ScienceOn
25 Hunter, C. A.; Sanders, K. M. J. Am. Chem. Soc. 1990, 112, 5525   DOI
26 Nonoyama, M. Bull. Chem. Soc. Jpn. 1974, 47, 767   DOI   ScienceOn
27 Goldsmith, J. I.; Hudson, W. R.; Lowry, M. S.; Anderson, T. H.; Bernhard, S. J. Am. Chem. Soc. 2005, 127, 7502.   DOI   ScienceOn
28 Tavasli, M.; Bettington, S.; Pezepichka, I. F.; Batsanov, A. S.; Bryce, M. R.; Rothe, C.; Monkman, A. P. Eur. J. Inorg. Chem. 2007, 4808
29 Lamansky, S.; Djurovich, P.; Murphy, D.; Abdel-Razzag, F.; Lee, H. E.; Adachi, C.; Burrows, P. E.; Forrest, S. R.; Thompson, M. E. J. Am. Chem. Soc. 2001, 123, 4304   DOI   ScienceOn
30 Pommerehne, J.; Vestweber, H.; Guss, W.; Mahrt, R. F.; Bassler, H.; Proseh, M.; Daub, J. Adv. Mater. 1995, 7, 551   DOI   ScienceOn
31 Lowry, M. S.; Bernhard, S. Chem. Eur. J. 2006, 12, 7970   DOI   ScienceOn
32 Park, G. Y.; Ha, Y. Syn. Metals 2008, 158, 120.   DOI   ScienceOn
33 Lo, S. C.; Richards, G. J.; Markham, J. P. J.; Namdas, E. B.; Sharma, S.; Burn, P. L.; Samuel, I. D. W. Adv. Funct. Mater. 2005, 15, 1451.   DOI
34 Takizawa, S. Y.; Echizen, H.; Nishida, J.; Tsuzuki, T.; Tokito, S.; Yamashita, T. Chem. Lett. 2006, 35, 748.   DOI   ScienceOn
35 Namdas, E. B.; Ruseckas, A.; Samuel, I. D. W.; Lo, S. C.; Burn, P. L. J. Phys. Chem. B 2004, 108, 1570   DOI   ScienceOn
36 Huang, W. S.; Lin, J. T.; Lin, H. C. Organic Electronics 2008, 9, 557.   DOI   ScienceOn
37 Zhou, G.; Ho, C. L.; Wong, W. Y.; Ma, Q. W.; Wang, L.; Lin, Z.; Marder, T. B.; Beeby, A. Adv. Funct. Mater. 2008, 18, 499   DOI   ScienceOn
38 Gong, X.; Ostrowski, J. C.; Bazaw, G. C.; Moses, D.; Heeger, A. J. Appl. Phys. Lett. 2002, 81, 3711.   DOI   ScienceOn
39 Ionkin, A. S.; Wang, Y.; Marshall, W. J.; Pertrov, V. A. J. Org. Chem. 2007, 692, 4809.   DOI   ScienceOn