Thermodynamics and conformations in the formation of excited states and their interconversions for twisted donor-substituted tridurylboranes

Chemistry - A European Journal

Volumn 18, Issue 48, 2012, Pages 15512-15522

  Mao, Mao ^a   Ren, Ming Guang ^a   Song, Qin Hua ^a  

^a UNIVERSITY OF SCIENCE AND TECHNOLOGY OF CHINA   (China)

Author keywords

boranes; charge transfer; conformational analysis; donor acceptor systems; thermodynamics

Indexed keywords

ABSORPTION AND FLUORESCENCE SPECTROSCOPY; BORANES; CONFORMATIONAL ANALYSIS; CONFORMATIONAL CHANGE; DONOR-ACCEPTOR SYSTEM; DONOR-ACCEPTORS; FLUORESCENCE EMISSION; FLUORESCENCE SPECTRA; HIGHER-ENERGY BARRIERS; INTERCONVERSIONS; INTRAMOLECULAR CHARGE TRANSFERS; LOCALLY EXCITED STATE; PHOTOCHEMICAL PROCESS; PHOTOPHYSICAL; PHOTOPHYSICAL PROPERTIES; SOLVENT POLARITY; SOLVENT POLARITY EFFECT; SPECTRAL DATA; STATE CONVERSION; VISCOSITY EFFECTS;

BORON COMPOUNDS; CHARGE TRANSFER; CHROMOPHORES; CYCLIC VOLTAMMETRY; EXCITED STATES; FLUORESCENCE; FLUORESCENCE SPECTROSCOPY; MOLECULES; POLYCYCLIC AROMATIC HYDROCARBONS; SOLVENTS; STATE ESTIMATION; SYNTHESIS (CHEMICAL); TEMPERATURE; THERMODYNAMICS; VISCOSITY;

CONFORMATIONS;

EID: 84869410644     PISSN: 09476539     EISSN: 15213765     Source Type: Journal    
DOI: 10.1002/chem.201201719     Document Type: Article

References (86)

1. T. W. Hudnall, C. W. Chiu, F. P. Gabbaï, Acc. Chem. Res. 2009, 42, 388-397
2. Z. M. Hudson, S. Wang, Acc. Chem. Res. 2009, 42, 1584-1596
3. N. Kitamura, E. Sakuda, Y. Ando, Chem. Lett. 2009, 38, 938-943
4. C. R. Wade, A. E. J. Broomsgrove, S. Aldridge, F. P. Gabbaï, Chem. Rev. 2010, 110, 3958-3984.
5. T. Matsumoto, C. R. Wade, F. P. Gabbaï, Organometallics 2010, 29, 5490-5495
6. C. Baik, S. K. Murphy, S. Wang, Angew. Chem. 2010, 122, 8400
7. Angew. Chem. Int. Ed. 2010, 49, 8224
8. E. Sakuda, Y. Ando, A. Ito, N. Kitamura, J. Phys. Chem. A 2010, 114, 9144-9150
9. W.-J. Xu, S.-J. Liu, X.-Y. Zhao, S. Sun, S. Cheng, T.-C. Ma, H.-B. Sun, Q. Zhao, W. Huang, Chem. Eur. J. 2010, 16, 7125-7133
10. A. Caruso, Jr., J. D. Tovar, Org. Lett. 2011, 13, 3106-3109
11. C. Sun, J. S. Lu, S. Wang, Org. Lett. 2011, 13, 1226-1229
12. Z. M. Hudson, S. Wang, Dalton Trans. 2011, 40, 7805-7816
13. C. R. Wade, F. P. Gabbaï, Organometallics 2011, 30, 4479-4481
14. D. Cao, H. Y. Zhao, F. P. Gabbaï, New J. Chem. 2011, 35, 2299-2305
15. B. A. Blight, A. F. Stewart, N. Wang, S. Wang, Inorg. Chem. 2012, 51, 778-780
16. Z. G. Zhou, A. Wakamiya, T. Kushida, S. Yamaguchi, J. Am. Chem. Soc. 2012, 134, 4529-4532.
17. J. Feng, K. J. Tian, D. H. Hu, S. Q. Wang, S. Y. Li, Y. Zeng, Y. Li, G. Q. Yang, Angew. Chem. 2011, 123, 8222-8226
18. Angew. Chem. Int. Ed. 2011, 50, 8072-8076.
19. C. Cornelissen-Gude, W. Rettig, J. Phys. Chem. A 1999, 103, 4371-4377
20. R. Stahl, C. Lambert, C. Kaiser, R. Wortmann, R. Jakober, Chem. Eur. J. 2006, 12, 2358-2370
21. U. Megerle, F. Selmaier, C. Lambert, E. Riedle, S. Lochbrunner, Phys. Chem. Chem. Phys. 2008, 10, 6245-6251
22. G. Zhou, M. Baumgarten, K. Müllen, J. Am. Chem. Soc. 2008, 130, 12477-12484.
23. K. Rotkiewicz, K. H. Grellmann, Z. R. Grabowski, Chem. Phys. Lett. 1973, 19, 315-318
24. A. Siemiarczuk, Z. R. Grabowski, A. Krówczyński, M. Asher, M. Ottolenghi, Chem. Phys. Lett. 1977, 51, 315-320
25. Z. R. Grabowski, K. Rotkiewicz, A. Siemiarczuk, D. J. Cowley, W. Baumann, Nouv. J. Chim. 1979, 3, 443-454
26. W. Rettig, Angew. Chem. 1986, 98, 969-986
27. Angew. Chem. Int. Ed. Engl. 1986, 25, 971-988
28. W. Rettig, M. Maus, in Conformational Analysis of Molecules in Excited States (Ed.:, J. Waluk,), Wiley-VCH, Weinheim, 2000, Chapter 1, pp. 1-55
29. Z. R. Grabowski, K. Rotkiewicz, Chem. Rev. 2003, 103, 3899-4031, and references therein.
30. E. Lippert, W. Lüder, F. Moll, W. Nägle, H. Boos, H. Prigge, I. Seibold-Blankenstein, Angew. Chem. 1961, 73, 695-706
31. E. Lippert, W. Lüder, H. Boos, in Advances in Molecular Spectroscopy (Ed.:, A. Mangini,), Pergamon Press, Oxford, 1962, pp. 443-457.
32. C. J. Jödicke, H. P. Lüthi, J. Am. Chem. Soc. 2003, 125, 252-264
33. D. Rappoport, F. Furche, J. Am. Chem. Soc. 2004, 126, 1277-1284
34. I. Gõmez, M. Reguero, M. Boggio-Pasqua, M. A. Robb, J. Am. Chem. Soc. 2005, 127, 7119-7129
35. N. Minezawa, S. Kato, J. Phys. Chem. A 2005, 109, 5445-5453
36. Y. Amatatsu, J. Phys. Chem. A 2005, 109, 7225-7235.
37. E. Gilabert, R. Lapouyade, C. Rullière, Chem. Phys. Lett. 1988, 145, 262-268
38. W. Rettig, W. Majenz, Chem. Phys. Lett. 1989, 154, 335-341
39. R. Lapouyade, K. Czeschka, W. Majenz, W. Rettig, E. Gilabert, C. Rullière, J. Phys. Chem. 1992, 96, 9643-9650
40. E. Abraham, J. Oberlè, G. Jonusauskas, R. Lapouyade, C. Rullière, J. Photochem. Photobiol. A 1997, 105, 101-107
41. E. Abraham, J. Oberlè, G. Jonusauskas, R. Lapouyade, C. Rullière, Chem. Phys. 1997, 214, 409-423
42. Y. Amatatsu, Theor. Chem. Acc. 2000, 103, 445-450
43. Y. Amatatsu, Chem. Phys. 2001, 274, 87-98
44. D. Pines, E. Pines, W. Rettig, J. Phys. Chem. A 2003, 107, 236-242.
45. K. A. Zachariasse, T. von der Haar, A. Hebecker, U. Leinhos, W. Kühnle, Pure Appl. Chem. 1993, 65, 1745-1751
46. T. von der Haar, A. Hebecker, Y. V. Il'ichev, Y.-B. Jiang, W. Kühnle, K. A. Zachariasse, Recl. Trav. Chim. Pays-Bas 1995, 114, 430-442
47. K. A. Zachariasse, M. Grobys, T. von der Haar, A. Hebecker, Y. V. Il'ichev, Y.-B. Jiang, O. Morawski, W. Kühnle, J. Photochem. Photobiol. A 1996, 102, 59-70
48. K. A. Zachariasse, M. Grobys, T. von der Haar, A. Hebecker, Y. V. Il'ichev, O. Morawski, I. Rückert, W. Kühnle, J. Photochem. Photobiol. A 1997, 105, 373-383
49. Y. V. Il'ichev, W. Kühnle, K. A. Zachariasse, J. Phys. Chem. A 1998, 102, 5670-5680
50. K. A. Zachariasse, Chem. Phys. Lett. 2000, 320, 8-13
51. A. Demeter, K. A. Zachariasse, Chem. Phys. Lett. 2003, 380, 699-703
52. K. A. Zachariasse, S. I. Druzhinin, W. Bosch, R. Machinek, J. Am. Chem. Soc. 2004, 126, 1705-1715
53. S. Techert, K. A. Zachariasse, J. Am. Chem. Soc. 2004, 126, 5593-5600.
54. A. Safarzadeh-Amiri, Chem. Phys. Lett. 1986, 125, 272-278
55. K. Rechthaler, G. Köhler, Chem. Phys. Lett. 1996, 250, 152-158
56. N. Eilers-König, T. Kühne, D. Schwarzer, P. Vöhringer, J. Schroeder, Chem. Phys. Lett. 1996, 253, 69-76
57. S. A. Kovalenko, R. Schanz, T. A. Senyushkina, N. P. Ernsting, Phys. Chem. Chem. Phys. 2002, 4, 703-707.
58. H. Gruen, H. Görner, Z. Naturforsch. A 1983, 38, 928-936.
59. Y. V. Il'ichev, W. Kühnle, K. A. Zachariasse, Chem. Phys. 1996, 211, 441-453
60. Y. V. Il'ichev, K. A. Zachariasse, Ber. Bunsen-Ges. Phys. Chem. 1997, 101, 625-635
61. F. D. Lewis, W. Weigel, J. Phys. Chem. A 2000, 104, 8146-8153.
62. S. I. Druzhinin, N. P. Ernsting, S. A. Kovalenko, L. P. Lustres, T. A. Senyushkina, K. A. Zachariasse, J. Phys. Chem. A 2006, 110, 2955-2969.
63. W. Fuss, K. K. Pushpa, W. Rettig, W. E. Schmid, S. A. Trushin, Photochem. Photobiol. Sci. 2002, 1, 255-262
64. I. Gõmez, M. Reguero, M. Boggio-Pasqua, M. A. Robb, J. Am. Chem. Soc. 2005, 127, 7119-7129.
65. S. Cogan, S. Zilberg, Y. Haas, J. Am. Chem. Soc. 2006, 128, 3335-3345.
66. K. A. Zachariasse, Trends Photochem. Photobiol. 1994, 3, 211-227.
67. M. Zander, W. Rettig, Chem. Phys. Lett. 1984, 110, 602-610.
68. M. G. Ren, M. Mao, Q. H. Song, Chem. Commun. 2012, 48, 2970-2972.
69. S. Yamaguchi, T. Shirasaka, K. Tamao, Org. Lett. 2000, 2, 4129-4132.
70. H. Suenaga, K. Nakashima, T. Mizuno, M. Takeuchi, I. Hamachi, S. Shinkai, J. Chem. Soc. Perkin Trans. 1 1998, 1263-1267.
71. R. Grisorio, G. Melcarne, G. P. Suranna, P. Mastrorilli, C. F. Nobile, P. Fini, S. Colella, E. Fabiano, M. Piacenza, F. D. Sala, G. Ciccarella, M. Mazzeo, G. Gigli, J. Mater. Chem. 2010, 20, 1012-1018.
72. Z. Ge, T. Hayakawa, S. Ando, M. Ueda, T. Akiike, H. Miyamoto, T. Kajita, M. Kakimoto, Chem. Lett. 2008, 37, 262-263.
73. A. Hameurlaine, W. Dehaen, Tetrahedron Lett. 2003, 44, 957-959.
74. E. Z. Lippert, Elecktrochem. 1957, 61, 962-975
75. N. Mataga, Y. Kaifu, M. Koizumi, Bull. Chem. Soc. Jpn. 1956, 29, 465-470
76. W. Baumann, H. Bischof, J.-C. Frohling, C. Brittinger, W. Rettig, K. Rotkiewicz, J. Photochem. Photobiol. A 1992, 64, 49-72
77. J.-F. Létard, R. Lapouyade, W. Rettig, J. Am. Chem. Soc. 1993, 115, 2441-2447.
78. J.-S. Yang, K.-L. Liau, C.-M. Wang, C.-Y. Hwang, J. Am. Chem. Soc. 2004, 126, 12325-12335
79. J.-S. Yang, K.-L. Liau, C.-Y. Li, M.-Y. Chen, J. Am. Chem. Soc. 2007, 129, 13183-13192.
80. M. Maus, W. Rettig, D. Bonafoux, R. Lapouyade, J. Phys. Chem. A 1999, 103, 3388-3401
81. M. Maus, W. Rettig, Phys. Chem. Chem. Phys. 2001, 3, 5430-5437
82. M. Maus, W. Rettig, J. Phys. Chem. A 2002, 106, 2104-2111.
83. D. Rehm, A. Weller, Isr. J. Chem. 1970, 10, 259-271
84. A. Weller, Z. Phys. Chem. (Muenchen Ger.) 1982, 133, 93-98.
85. J. N. Demas, J. A. Crosby, J. Phys. Chem. 1971, 75, 991-1024.
86. Gaussian 03, Revision B.01, M. J. Frisch, G. W. Trucks, H. B. Schlegel, G. E. Scuseria, M. A. Robb, J. R. Cheeseman, J. A. Montgomery, Jr., T. Vreven, K. N. Kudin, J. C. Burant, J. M. Millam, S. S. Iyengar, J. Tomasi, V. Barone, B. Mennucci, M. Cossi, G. Scalmani, N. Rega, G. A. Petersson, H. Nakatsuji, M. Hada, M. Ehara, K. Toyota, R. Fukuda, J. Hasegawa, M. Ishida, T. Nakajima, Y. Honda, O. Kitao, H. Nakai, M. Klene, X. Li, J. E. Knox, H. P. Hratchian, J. B. Cross, C. Adamo, J. Jaramillo, R. Gomperts, R. E. Stratmann, O. Yazyev, A. J. Austin, R. Cammi, C. Pomelli, J. W. Ochterski, P. Y. Ayala, K. Morokuma, G. A. Voth, P. Salvador, J. J. Dannenberg, V. G. Zakrzewski, S. Dapprich, A. D. Daniels, M. C. Strain, O. Farkas, D. K. Malick, A. D. Rabuck, K. Raghavachari, J. B. Foresman, J. V. Ortiz, Q. Cui, A. G. Baboul, S. Clifford, J. Cioslowski, B. B. Stefanov, G. Liu, A. Liashenko, P. Piskorz, I. Komaromi, R. L. Martin, D. J. Fox, T. Keith, M. A. Al-Laham, C. Y. Peng, A. Nanayakkara, M. Challacombe, P. M. W. Gill, B. Johnson, W. Chen, M. W. Wong, C. Gonzalez, J. A. Pople, Gaussian, Inc., Pittsburgh PA, 2003.