Excited-state mixed-valence distortions in a diisopropyl diphenyl hydrazine cation

Journal of the American Chemical Society

Volumn 128, Issue 51, 2006, Pages 16524-16531

  Lockard, Jenny V ^a   Zink, Jeffrey I ^a   Luo, Yun ^b   Weaver, Michael N ^b   Konradsson, Asgeir E ^b   Fowble, Joseph W ^b   Nelsen, Stephen F ^b  

^a UNIVERSITY OF CALIFORNIA   (United States)

^b UNIVERSITY OF WISCONSIN MADISON   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ABSORPTION SPECTROSCOPY; CHARGE TRANSFER; ELECTRIC DISTORTION; GROUND STATE; OXIDATION; POSITIVE IONS; RAMAN SCATTERING;

ABSORPTION BANDS; ABSORPTION SPECTRUM; MIXED VALENCE DISTORTIONS; ORBITAL MODEL;

HYDRAZINE;

BIPHENYL; CATION; HYDRAZINE DERIVATIVE; PHENYL GROUP; RADICAL;

ABSORPTION SPECTROSCOPY; ARTICLE; DIPOLE; MATHEMATICAL ANALYSIS; MATHEMATICAL MODEL; OXIDATION; RAMAN SPECTROMETRY; THEORETICAL MODEL; VIBRATION;

CATIONS; FREE RADICALS; HYDRAZINES; MODELS, CHEMICAL; MOLECULAR STRUCTURE; QUANTUM THEORY; SENSITIVITY AND SPECIFICITY; SPECTROPHOTOMETRY, INFRARED; SPECTROPHOTOMETRY, ULTRAVIOLET; SPECTRUM ANALYSIS, RAMAN;

EID: 33845932884     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja0609093     Document Type: Article

References (76)

1. Ratner, M. A.; Jortner, J. Molecular Electronics; Jortner, J., Ratner, M., Eds.; Blackwell Science: London, 1997; p 5.
2. de Silva, A. P., Ed. Molecular-Level Electronics; Balzani, V., Ed.; Electron Transfer in Chemistry. Vol. V, Part 1: Wiley-VCH: Weinheim, 2001; p 1.
3. Creutz, C. Prog. Inorg. Chem. 1983, 30, 1.
4. Crutchley, R. J. Adv. Inorg. Chem. 1994, 41, 273.
5. Elliott, C. M.; Derr, D. L.; Matyushov, D. V.; Newton, M. D. J. Am. Chem. Soc. 1998, 120, 11714.
6. (a) Nelsen, S. F.; Ismagilov, R. F.; Powell, D. R. J. Am. Chem. Soc. 1997, 119, 10213.
7. (b) Nelsen, S. F.; Ismagilov, R. F.; Gentile, K. E.; Powell, D. R. J. Am. Chem. Soc. 1999, 121, 7108.
8. (c) Nelsen, S. F.; Konradsson, A. E.; Teki, Y. J. Am. Chem. Soc. 2006, 128, 2902.
9. Demadis, K. D.; Hartshorn, C. M. Meyer, T. J. Chem. Rev. 2001, 101, 2655.
10. Bailey, S. E.; Zink, J. I.; Nelsen, S. F. J. Am. Chem. Soc. 2003, 125, 5939.
11. Rocha, R. C.; Brown, M. G.; Londergan, C. H.; Salsman, J. C.; Kubiak, C. P.; Shreve, A. P. J. Phys. Chem. A 2005, 109, 9006.
12. Londergan, C. H.; Rocha, R. C.; Brown, M. G.; Shreve, A. P.; Kubiak, C. P. J. Am. Chem. Soc. 2003, 125, 13912.
13. Williams, R. D.; Hupp, J. T.; Ramm, M. T.; Nelsen, S. F. J. Phys. Chem. A 1999, 103, 11172.
14. Gamelin, D. R.; Bominaar, E. L.; Mathoniere, C.; Kirk, M. L.; Wieghardt, K.; Girerd, J.-J.; Solomon, E. I. Inorg. Chem. 1996, 35, 4323.
15. (a) Lockard, J. V.; Zink, J. I.; Konradsson, A. E.; Weaver, M. N.; Nelsen, S. F. J. Am. Chem. Soc. 2003, 125, 13471.
16. (b) Lockard, J. V.; Zink, J. I.; Trieber, D. A.; Konradsson, A. E.; Weaver, M. N.; Nelsen, S. F. J. Phys. Chem. A 2005, 109, 1205.
17. Plummer, E. A.; Zink, J. I. Inorg. Chem. 2006, 45, 6556.
18. Nelsen, S. F.; Blackstock, S. C.; Yumibe, N. P.; Frigo, T. B.; Carpenter, J. E.; Weinhold, F. J. Am. Chem. Soc. 1985, 107, 143.
19. Nelsen, S. F.; Frigo, T. B.; Kim, Y.; Blackstock, S. B. J. Am. Chem. Soc. 1989, 111, 5387.
20. Nelsen, S. F.; Tran, H. Q.; Ismagilov, R. F.; Chen, L.-J.; Powell, D. R. J. Org. Chem. 1998, 63, 2536.
21. Nelsen, S. F.; Weaver, M. N.; Luo, Y.; Lockard, J. V.; Zink, J. I. Chem. Phys. 2006, 324, 195.
22. Hoffmann, R. Acc. Chem. Res. 1971, 4, 1.
23. Verhoeven, J. W.; Pasman, P. Tetrahedron 1981, 37, 943.
24. Paddon-Row, M. N.; Shephard, M. J. J. Am. Chem. Soc. 1997, 119, 5355.
25. Whangbo, M. H.; Hoffman, R. J. Chem. Phys. 1978, 68, 5498.
26. Marsman, A. W.; Havenith, R. W. A.; Bethke, S.; Jenneskens, L. W.; Gleiter, R.; van Lenthe, J. H. Eur. J. Org. Chem. 2000, 14, 2629.
27. Heilbronner, E.; Schmelzer, A. Helv. Chim. Acta 1975, 58, 936.
28. Dougherty, D.; Brint, P.; McGlynn, S. P. J. Am. Chem. Soc. 1978, 100, 5597.
29. Gleiter, R.; Lange, H.; Borzyk, O. J. Am. Chem. Soc. 1996, 118, 4889.
30. Newton, M. D. Chem. Rev. 1991, 91, 767.
31. Paddon-Row, M. N. Acc. Chem. Res. 1982, 15, 245.
32. Gleiter, R.; Schaifer, W. Acc. Chem. Res. 1990, 23, 369.
33. De, Ridder, D.; Goubitz, K.; Shenk, H.; Krijnen, B.; Verhoeven, J. W. Helv. Chim. Acta 2003, 86, 799.
34. Sarneel, R.; Worrell, C. W.; Pasman, P.; Verhoeven, J. W.; Mes, G. F. Tetrahedron 1980, 36, 3241.
35. Imamura, A.; Ohsaku, M. Tetrahedron 1981, 37, 2191.
36. Lee, S.-Y.; Heller, E. J. J. Chem. Phys. 1979, 71, 4777.
37. Heller, E. J. Acc. Chem. Res. 1981, 14, 368.
38. Heller, E. J.; Sundberg, R. L.; Tannor, D. J. Phys. Chem. 1982, 86, 1822.
39. Zink, J. I.; Shin, K.-S. K. In Advances in Photochemistry; Wiley: New York, 1991; Vol. 16, p 119.
40. Reber, C.; Zink, J. I. J. Chem. Phys. 1992, 96, 2681.
41. Shin, K.-S. K.; Zink, J. I. Inorg. Chem. 1989, 28, 4358.
42. Acosta, A.; Zink, J. I. J. Organomet. Chem. 1998, 554, 87.
43. Reber, C.; Zink, J. I. Comments Inorg. Chem. 1992, 13, 177.
44. Wexler, D.; Zink, J. I.; Reber, C. In Electronic and Vibronic Spectra of Transition Metal Complexes I; Yersin, H., Ed.; Springer-Verlag: Berlin, Heidelberg, 1994; p 174.
45. Shin, K. S.; Clark, R. J. H.; Zink, J. I. J. Am. Chem. Soc. 1990, 112, 3754.
46. Shin, K. S.; Clark, R. J. H.; Zink, J. I. J. Am. Chem. Soc. 1990, 112, 7148.
47. Zink, J. I. Coord. Chem. Rev. 2001, 211, 69.
48. Myers, A. B. In Laser Techniques in Chemistry, Wiley: New York, 1995; Vol. 23, p 325.
49. Kelly, A. M. J. Phys. Chem. A 1999, 103, 6891.
50. Myers, A. B. Chem. Rev. 1996, 96, 911.
51. Myers, A. B. Acc. Chem. Res. 1997, 30, 519.
52. Hanna, S. D.; Zink, J. I. Inorg. Chem. 1996, 35, 297.
53. Wootton, J. L.; Zink, J. I. J. Phys. Chem. 1995, 99, 7251.
54. Henary, M.; Wootton, J. L.; Khan, S. I.; Zink, J, I. Inorg. Chem. 1997, 36, 796.
55. Henary, M.; Zink, J. I. J. Am. Chem. Soc. 1989, 111, 7407.
56. Shin, K. S. K.; Zink, J. I. J. Am. Chem. Soc. 1990, 112, 7148.
57. Reesor, J. W. B.; Wright, G. F. J. Org. Chem. 1957, 22, 375.
58. Spartan'02, Wavefunction, Inc., Irvine CA.
59. M. J. Frisch; et al. Gaussian 98, Ver. A.9; Gaussian, Inc.: Pittsburgh PA, 1998.
60. NBO 5.0. Glendening, E. D.; Badenhoop, J. K.; Reed, A. E.; Carpenter, J. E.; Bohmann, J. A.; Morales, C. M.; Weinhold, F. Theoretical Chemistry Institute, University of Wisconsin: Madison, WI, 2001.
61. (a) Becke, A. D. J. Chem. Pins. 1993, 98, 5648.
62. (b) Becke, A. D. Phys. Rev. A 1988, 38, 3098.
63. (c) Lee, C.; Yang, W.; Parr, R. G. Phys. Rev. B 1988, 37, 785.
64. (d) Vosko, S. H.; Wilk, S. H.; Nusair, M. Can. J. Phys. 1980, 58, 1200.
65. 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.
66. Cave, R. J.; Newton, M. D. J. Chem. Phys. 1997, 106, 9213.
67. Newton, M. D.; Cave, R. J. Molecular Electronics; Jortner, J., Ratner, M., Eds.; Blackwell Science: Oxford, 1997; p 73.
68. Cave, R. J.; Newton, M. D. Chem. Phys. Lett. 1996, 249, 15.
69. Koopmans, T. Physica 1934, 1, 104.
70. Nelsen, S. F.; Konradsson, A. E.; Telo, J. P. J. Am. Chem. Soc 2005, 127, 920.
71. Nelsen, S. F.; Weaver, M. N.; Telo, J. P.; Zink, J. I. J. Am. Chem. Soc. 2005, 127, 10611.
72. Nelsen, S. F.; Weaver, M. N.; Telo, J. P.; Lucht, B. L.; Barlow, S. J. Org. Chem. 2005, 70, 9326.
73. Tutt, L.; Tannor, D.; Heller, E. J.; Zink, J. I. Inorg. Chem. 1982, 21, 3858.
74. Tutt, L.; Tannor, D.; Schindler, J.; Heller, E. J.; Zink, J. I. J. Phys. Chem. 1983, 87, 3017.
75. Tutt, L.; Zink, J. I. J. Am. Chem. Soc. 1986, 108, 5830.
76. Tutt, L.; Zink, J. I.; Heller, E. J. Inorg. Chem. 1987, 26, 2158.