Extremely large dipole moment in the excited singlet state of tris{[ p -(N,N-dimethylamino)phenylethynyl]duryl}borane

Journal of Physical Chemistry A

Volumn 114, Issue 34, 2010, Pages 9144-9150

  Sakuda, Eri ^a   Ando, Yuki ^a   Ito, Akitaka ^a   Kitamura, Noboru ^a  

^a HOKKAIDO UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ARYL GROUP; BORON ATOM; CHARGE TRANSFER TRANSITIONS; DIELECTRIC CONSTANTS; EXCITED SINGLET STATE; FLUORESCENCE BAND; FLUORESCENCE QUANTUM YIELD; FLUORESCENCE SPECTRA; PHENYLETHYNYL; PHOTOPHYSICAL PROPERTIES; SOLVENT EFFECTS; SOLVENT POLARITY; SOLVENT POLARITY PARAMETER; STOKES SHIFT;

BORON; BORON COMPOUNDS; CHARGE TRANSFER; DIPOLE MOMENT; ELECTRIC DIPOLE MOMENTS; FLUORESCENCE; ION EXCHANGE; QUANTUM YIELD; RATE CONSTANTS; REFRACTIVE INDEX; SOLVENTS;

EXCITED STATES;

EID: 77956148797     PISSN: 10895639     EISSN: 15205215     Source Type: Journal    
DOI: 10.1021/jp1057463     Document Type: Article

References (82)

1. Ramsey, B. G. J. Phys. Chem. 1966, 70, 611
2. Miller, D. S.; Leffler, J. E. J. Phys. Chem. 1970, 74, 2571
3. Matsumi, N.; Naka, K.; Chujo, Y. J. Am. Chem. Soc. 1998, 120, 10776
4. Matsumi, N.; Kotera, K.; Chujo, Y. Macromolecules 2000, 33, 2801
5. Matsumi, N.; Umeyama, T.; Chujo, Y. Macromolecules 2000, 33, 3956
6. Matsumi, N.; Chujo, Y. Macromolecules 2000, 33, 8146
7. Jia, W.-L.; Song, D.; Wang, S. J. Org. Chem. 2003, 68, 701
8. Qin, Y.; Kiburu, I.; Shah, S.; Jäkle, F. Macromolecules 2006, 39, 9041
9. Nagata, Y.; Chujo, Y. Macromolecules 2008, 41, 2809
10. Nagata, Y.; Chujo, Y. Macromolecules 2008, 41, 3488
11. Reitzenstein, D.; Lambert, C. Macromolecules 2009, 42, 773
12. Hudson, Z. M.; Wang, S. Acc. Chem. Res. 2009, 42, 1584
13. Li, H.; Jäkle, F. Macromolecules 2009, 42, 3448
14. Lorbach, A.; Bolte, M.; Li, H.; Lerner, H.-W.; Holthausen, M. C.; Jäkle, F.; Wargner, M. Angew. Chem., Int. Ed. 2009, 48, 4584
15. Lam, S.-T.; Zhu, N.; Yam, V. W.-W. Inorg. Chem. 2009, 48, 9664
16. Yuan, Z.; Taylor, N. J.; Marder, T. B.; Williams, I. D.; Kurtz, S. K.; Cheng, L.-T. J. Chem. Soc. Chem. Commun. 1990, 1489
17. Yuan, Z.; Taylor, N. J.; Sun, Y.; Marder, T. B.; Williams, I. D.; Cheng, L.-T. J. Organomet. Chem. 1993, 449, 27
18. Branger, C.; Lequan, M.; Lequan, R. M.; Barzoukas, M.; Fort, A. J. Mater. Chem. 1996, 6, 555
19. Branger, C.; Lequan, M.; Lequan, R. M.; Large, M.; Kajzar, F. Chem. Phys. Lett. 1997, 272, 265
20. Yuan, Z.; Collings, J. C.; Taylor, N. T.; Marder, T. B.; Jardin, C.; Halet, J. F. J. Solid State Chem. 2000, 154, 5
21. Entwistle, C. D.; Marder, T. B. Chem. Mater. 2004, 16, 4574
22. Hayek, A.; Nicoud, J.-F.; Bolze, F.; Bourgogne, C.; Baldeck, P. L. Angew. Chem., Int. Ed. 2006, 45, 6466
23. Zhao, L.; Yang, G.; Su, G.; Yan, L. J. Mol. Struct. (THEOCHEM) 2008, 855, 69
24. Liu, Y.; Xuan, W.; Zhang, H.; Cui, Y. Inorg. Chem. 2009, 48, 10018
25. Matsumi, N.; Sugai, K.; Ohno, H. Macromolecules 2002, 35, 5731
26. Matsumi, N.; Nakashiba, M.; Ohno, H. Polym. Bull. 2003, 50, 259
27. Matsumi, N.; Sugai, K.; Ohno, H. Macromolecules 2003, 36, 2321
28. Matsumi, N.; Mizuno, T.; Ohno, H. Polym. Bull. 2004, 51, 389
29. Sato, N.; Ogawa, H.; Matsumoto, F.; Chujo, Y.; Matsuyama, T. Synth. Met. 2005, 154, 113
30. Matsumi, N.; Sugai, K.; Miyake, M.; Ohno, H. Macromolecules 2006, 39, 6924
31. Li, H.; Jäkle, F. Macromol. Rapid Commun. 2010, 31, 915
32. Matsumi, N.; Kagata, A.; Aoi, K. J. Power Sources 2010, 195, 6182
33. Yamaguchi, S.; Akiyama, S.; Tamao, K. J. Am. Chem. Soc. 2001, 123, 11372
34. Yamaguchi, S.; Akiyama, S.; Tamao, K. J. Orgmet. Chem. 2002, 652, 3
35. Kubo, Y.; Yamamoto, M.; Ikeda, M.; Takeuchi, M.; Shinkai, S.; Yamaguchi, S.; Tamao, K. Angew. Chem., Int. Ed. 2003, 42, 2036
36. Melaimi, M.; Gabbai, F. P. J. Am. Chem. Soc. 2005, 127, 9680
37. Parab, K.; Venkatasubbaiah, K.; Jäkle, F. J. Am. Chem. Soc. 2006, 128, 12879
38. Zhou, Z.; Xiao, S.; Xu, J.; Liu, Z.; Shi, M.; Li, F.; Yi, T.; Huang, C. Org. Lett. 2006, 8, 3911
39. Zhou, Z.; Yang, H.; Shi, M.; Xiao, S.; Li, F.; Yi, T.; Huang, C. ChemPhysChem 2007, 8, 1289
40. Hudnall, T. W.; Kim, Y.-M.; Bebbington, M. W.; Bourissou, D.; Gabbaï, F. P. J. Am. Chem. Soc. 2008, 130, 10890
41. Kim, Y.; Gabbaï, F. P. J. Am. Chem. Soc. 2009, 131, 3363
42. Yamaguchi, S.; Akiyama, S.; Tamao, K. J. Am. Chem. Soc. 2000, 122, 6335
43. Kitamura, N.; Sakuda, E. J. Phys. Chem. A 2005, 109, 7429
44. Kitamura, N.; Sakuda, E.; Yoshizawa, T.; Iimori, T.; Ohta, N. J. Phys. Chem. A 2005, 109, 7435
45. Sakuda, E.; Tsuge, K.; Sasaki, Y.; Kitamura, N. J. Phys. Chem. B 2005, 109, 22326
46. Kitamura, N.; Sakuda, E.; Iwahashi, Y.; Tsuge, K.; Sasaki, Y.; Ishizaka, S. J. Photochem. Photobiol. A:Chem. 2009, 207, 102
47. Kitamura, N.; Sakuda, E.; Ando, Y. Chem. Lett. 2009, 38, 938
48. Yamaguchi, S.; Shirasaka, T.; Akiyama, S.; Tamao, K. J. Am. Chem. Soc. 2002, 124, 8816
49. Charlot, M.; Porrés, L.; Entwistle, C. D.; Beeby, A.; Marder, T. B.; Blanchard-Desce, M. Phys. Chem. Chem. Phys. 2005, 7, 600
50. Wakamiya, A.; Mori, K.; Yamaguchi, S. Angew. Chem., Int. Ed. 2007, 46, 4273
51. Wang, X.-F.; Zhang, X.-R.; Wu, Y.-S.; Zhang, J.-P.; Ai, X.-C.; Wang, Y.; Sun, M.-T. Chem. Phys. Lett. 2007, 436, 280
52. Wakamiya, A.; Sugita, N.; Yamaguchi, S. Chem. Lett. 2008, 37, 1094
53. Collings, J. C.; Poon, S.-Y.; Droumaguet, C. L.; Charlot, M.; Katan, C.; Pålsson, L.-O.; Beeby, A.; Mosely, J. A.; Kaiser, H. M.; Kaufmann, D.; Wong, W.-Y.; Blanchard-Desce, M.; Marder, T. B. Chem. - Eur. J. 2009, 15, 198
54. Sakuda, E.; Funahashi, A.; Kitamura, N. Inorg. Chem. 2006, 45, 10670
55. Zhao, S.-B.; McCormick, T.; Wang, S. Inorg. Chem. 2007, 46, 10965
56. Sun, Y.; Ross, N.; Zhao, S.-B.; Huszarik, K.; Jia, W.-L.; Wang, R.-Y.; Macartney, D.; Wang, S. J. Am. Chem. Soc. 2007, 129, 7510
57. You, Y.; Park, S. Y. Adv. Mater. 2008, 20, 3820
58. Zhao, Q.; Li, F.; Liu, S.; Yu, M.; Liu, Z.; Yi, T.; Huang, C. Inorg. Chem. 2008, 47, 9256
59. Zhou, G.; Ho, C.-L.; Wong, W.-Y.; Wang, Q.; Ma, D.; Wang, L.; Lin, Z.; Marder, T. B.; Beeby, A. Adv. Funct. Mater. 2008, 18, 499
60. Lam, S.-T.; Zhu, N.; Yam, V. W.-W. Inorg. Chem. 2009, 48, 9664
61. Yamaguchi, S.; Shirasaka, T.; Tamao, K. Org. Lett. 2000, 2, 4129
62. Stryer, L. J. Mol. Biol. 1965, 13, 482
63. 2, calcd (found): C, 89.91 (89.70); H, 7.14 (7.17); N, 0.00 (0.00); Cl, 0.98 (0.61).
64. Suzuki, K.; Kobayashi, A.; Kaneko, S.; Takehira, K.; Yoshihara, T.; Ishida, H.; Shiina, Y.; Oishi, S.; Tobita, S. Phys. Chem. Chem. Phys. 2009, 11, 9850
65. Montalti, M.; Credi, A.; Prodi, L.; Gandolfi, M. T. Handbook of Photochemistry, 3rd ed.; Taylor & Francis: Boca Raton, 2006.
66. Kim, H.-B.; Habuchi, S.; Kitamura, N. Anal. Chem. 1999, 71, 842
67. Riddick, J. A.; Bunger, W. B. Eds. Organic Solvents, Techniques of Chemistry, 3rd ed.; Wiley Interscience: New York, 1970; Vol. II.
68. Suppan, P.; Ghoneim, N. Solvatochromism; The Royal Society of Chemistry: Cambridge, 1997.
69. Lippert, E. Z. Naturforsch. 1955, 10a, 541-545
70. Mataga, N.; Kaifu, Y.; Koizumi, M. Bull. Chem. Soc. Jpn. 1955, 28, 690
71. Mataga, N.; Kubota, T. Molecular Interactions and Electronic Spectra; Marcel Dekker: New York, 1970.
72. Grabowski, Z. R.; Rotkiewicz, K.; Rettig, W. Chem. Rev. 2003, 103, 3899
73. Fritz, R.; Rettig, W.; Nishiyama, K.; Okada, T.; Müller, U.; Müllen, K. J. Phys. Chem. A 1997, 101, 2796
74. Nishiyama, K.; Honda, T.; Reis, H.; Müller, U.; Müllen, K.; Baumann, W.; Okada, T. J. Phys. Chem. A 1998, 102, 2934
75. Casper, J. V.; Meyer, T. J. J. Am. Chem. Soc. 1983, 105, 5583
76. Stahl, R.; Lambert, C.; Kaiser, C.; Wortmann, R.; Jakober, R. Chem. - Eur. J. 2006, 12, 2358
77. Megerle, U.; Selmaier, F.; Lambert, C.; Riedle, E.; Lochbrunner, S. Phys. Chem. Chem. Phys. 2008, 10, 6245
78. Birks, J. B. Photophysics of Aromatic Hydrocarbons; Wiley-Interscience: London, 1970.
79. Belletête, M.; Durocher, G. J. Phys. Chem. 1992, 96, 9183
80. Kawanishi, K.; Ito, A.; Sakuda, E.; Kitamura, N. Unpublished results.
81. Strickler, S. J.; Berg, R. A. J. Chem. Phys. 1962, 37, 814
82. 0 values calculated by the simplified equation are smaller than the relevant value calculated by eq 5, the conclusion made by the present discussion is essentially the same with that reported previously.