Assessing the performance of density functional theory for the electronic structure of metal-salens: The M06 suite of functionals and the d 4-metals

Journal of Physical Chemistry A

Volumn 114, Issue 43, 2010, Pages 11714-11718

  Takatani, Tait ^a   Sears, John S ^a   Sherrill, C David ^a  

^a GEORGIA INSTITUTE OF TECHNOLOGY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ALL METAL; B3LYP FUNCTIONALS; CAS-SCF; FUNCTIONALS; GENERALIZED GRADIENTS; MAIN GROUP; OPTIMIZED GEOMETRIES; QUINTET STATE; ROOT MEAN SQUARED DEVIATIONS; SALEN COMPLEX; SELF-CONSISTENT FIELD; SPIN-STATE ENERGY; THIRD-ORDER PERTURBATION; TRIPLET STRUCTURES;

CHROMIUM; CHROMIUM COMPOUNDS; ELECTRONIC PROPERTIES; ELECTRONIC STRUCTURE; MANGANESE; METALS; MOLYBDENUM COMPOUNDS; OPTIMIZATION; PERTURBATION TECHNIQUES;

DENSITY FUNCTIONAL THEORY;

ETHYLENEDIAMINE DERIVATIVE; N,N' DISALICYLIDENEETHYLENEDIAMINE; ORGANOMETALLIC COMPOUND;

ARTICLE; CHEMICAL STRUCTURE; CHEMISTRY; ELECTRON; QUANTUM THEORY;

ELECTRONS; ETHYLENEDIAMINES; MOLECULAR STRUCTURE; ORGANOMETALLIC COMPOUNDS; QUANTUM THEORY;

EID: 78049512891     PISSN: 10895639     EISSN: 15205215     Source Type: Journal    
DOI: 10.1021/jp1046084     Document Type: Article

References (85)

1. Yoon, T. P.; Jacobsen, E. N. Science 2003, 299, 1691-1693
2. Katsuki, T. Adv. Synth. Catal. 2002, 344, 131-147
3. Noyori, R. Adv. Synth. Catal. 2003, 345, 15-32
4. Blaser, H. U.; Spindler, F.; Studer, A. Appl. Catal., A 2001, 221, 119-143
5. Venkataramanan, N. S.; Kuppuraj, G.; Rajagopal, S. Coord. Chem. Rev. 2005, 249, 12491268
6. McGarrigle, E. M.; Gilheany, D. G. Chem. Rev. 2005, 105, 1563-1602
7. Canali, L.; Sherrington, D. C. Chem. Soc. Rev. 1999, 28, 85-93
8. Cozzi, P. G. Chem. Soc. Rev. 2004, 33, 410-421
9. Madhavan, N.; Jones, C. W.; Weck, M. Acc. Chem. Res. 2008, 41, 1153-1165
10. Schaus, S. E.; Brandes, B. D.; Larrow, J. F.; Tokunaga, M.; Hansen, K. B.; Gould, A. E.; Furrow, M. E.; Jacobsen, E. N. J. Am. Chem. Soc. 2002, 124, 1307-1315
11. Larrow, J. F.; Hemberger, K. E.; Jasmin, S.; Kabir, H.; Morel, P. Tetrahedron Asymm 2003, 14, 3589-3592
12. Zheng, X. L.; Jones, C. W.; Weck, M. Chem.-Eur. J. 2005, 12, 576-583
13. Zheng, X. L.; Jones, C. W.; Weck, M. J. Am. Chem. Soc. 2007, 129, 1105-1112
14. Jain, S.; Zheng, X. L.; Jones, C. W.; Weck, M.; Davis, R. J. Inorg. Chem. 2007, 21, 8887-8896
15. Zheng, X. L.; Jones, C. W.; Weck, M. Adv. Synth. Catal. 2008, 350, 255-261
16. Gill, C. S.; Venkatasubbaiah, K.; Phan, N. T. S.; Weck, M.; Jones, C. W. Chem.-Eur. J. 2008, 14, 7306-7313
17. Kohn, W.; Sham, L. J. Phys. Rev. 1965, 140, 1133
18. Hohenberg, P.; Kohn, W. Phys. Rev. B 1964, 136, B864
19. Cavallo, L.; Jacobsen, H. J. Phys. Chem. A 2003, 107, 5466
20. Strassner, T.; Houk, K. N. Org. Lett. 1999, 1, 419-421
21. Khavrutskii, I. V.; Musaev, D. G.; Morokuma, K. Proc. Natl. Acad. Sci. U.S.A. 2004, 101, 5743-5748
22. Jacobsen, H.; Cavallo, L. Phys. Chem. Chem. Phys. 2004, 6, 3747-3753
23. Abashkin, Y. G.; Collins, J. R.; Burt, S. K. Inorg. Chem. 2001, 40, 4040-4048
24. Khavrutskii, I. V.; Musaev, D. G.; Morokuma, K. Inorg. Chem. 2005, 44, 306-315
25. Khavrutskii, I. V.; Rahim, R. R.; Musaev, D. G.; Morokuma, K. J. Phys. Chem. B 2004, 108, 3845-3854
26. Khavrutskii, I. V.; Musaev, D. G.; Morokuma, K. J. Am. Chem. Soc. 2003, 125, 13879-13889
27. Linde, C.; Arnold, M.; Norrby, P. O.; Akermark, B. Angew. Chem., Int. Ed. 1997, 36, 1723-1725
28. Linde, C.; Arnold, M.; Norrby, P. O.; Akermark, B.; Svensson, M. J. Am. Chem. Soc. 1999, 121, 5083-5084
29. Jacobsen, H.; Cavallo, L. Chem.-Eur. J. 2001, 7, 800-807
30. Cavallo, L.; Jacobsen, H. Inorg. Chem. 2004, 43, 2175-2182
31. Cavallo, L.; Jacobsen, H. J. Org. Chem. 2003, 68, 6202-6207
32. Cavallo, L.; Jacobsen, H. Angew. Chem., Int. Ed. 2000, 39, 589-592
33. Abashkin, Y. G.; Burt, S. K. Org. Lett. 2004, 6, 59-62
34. Chermette, H. Coord. Chem. Rev. 1998, 178, 699-721
35. Zhao, Y.; Truhlar, D. G. J. Chem. Phys. 2006, 125, 194101
36. Vlček, A.; Zàliš, S. Coord. Chem. Rev. 2007, 251, 258-187
37. Schäffer, C. E.; Anthon, C.; Bendix, J. Coord. Chem. Rev. 2009, 253, 575-593
38. Anthon, C.; Bendix, J.; Schäffer, C. E. Inorg. Chem. 2004, 43, 7882-7886
39. Petrie, S.; Stranger, R. Inorg. Chem. 2003, 43, 2597-2610
40. Yanagisawa, S.; Tsuneda, T.; Hirao, K. J. Chem. Phys. 2000, 112, 545-553
41. Barden, C. J.; Rienstra-Kiracofe, J. C.; Schaefer, H. F. J. Chem. Phys. 2000, 113, 690-700
42. Nakao, Y.; Hirao, K.; Taketsugu, T. J. Chem. Phys. 2001, 114, 7935-7940
43. Harvey, J. N. Struct. Bonding (Berlin) 2004, 121, 151-183
44. Sears, J. S.; Sherrill, C. D. J. Chem. Phys. 2006, 124, 144314
45. Ghosh, A. J. Biol. Inorg. Chem. 2006, 11, 712-724
46. Schmidt, M. W.; Gordon, M. S. Annu. Rev. Phys. Chem. 1998, 49, 233-266
47. Roos, B. O.; Taylor, P. R.; Siegbahn, P. E. M. Chem. Phys. 1980, 48, 157
48. Sherrill, C. D.; Schaefer, H. F. Adv. Quantum Chem. 1999, 34, 143-269
49. Ivanic, J.; Collins, J. R.; Burt, S. K. J. Phys. Chem. A 2004, 108, 2314-2323
50. Sears, J. S.; Sherrill, C. D. J. Phys. Chem. A 2008, 112, 6741-6752
51. Sears, J. S.; Sherrill, C. D. J. Phys. Chem. A 2008, 112, 3466-3477
52. Becke, A. D. J. Chem. Phys. 1993, 98, 1372-1377
53. Lee, C.; Yang, W.; Parr, R. G. Phys. Rev. B 1988, 37, 785-789
54. Becke, A. D. Phys. Rev. A 1988, 38, 3098-3100
55. Perdew, J. P. Phys. Rev. B 1986, 33, 8822-8824
56. Zhao, Y.; Truhlar, D. G. Theor. Chem. Acc. 2008, 120, 215-241
57. Zhao, Y.; Schultz, N. E.; Truhlar, D. G. J. Chem. Phys. 2005, 123, 161103
58. Boese, A. D.; Martin, J. J. Chem. Phys. 2004, 121, 3405-3416
59. Takatani, T.; Sears, J. S.; Sherrill, C. D. J. Phys. Chem. A 2009, 113, 9231-9236
60. Palucki, M.; Hanson, P.; Jacobsen, E. N. Tetrahedron Lett. 1992, 33, 7111-7114
61. Kokubo, C.; Katsuki, T. Tetrahedron 1996, 52, 13895-13900
62. Lee, N. H.; Lee, C. S.; Jung, D. S. Tetrahedron Lett. 1998, 39, 1385-1388
63. Cicchi, S.; Cardona, F.; Brandi, A.; Corsi, M.; Goti, A. Tetrahedron Lett. 1999, 40, 1989-1992
64. Zhang, W.; Jacobsen, E. N. J. Org. Chem. 1991, 56, 2296-2298
65. Yamada, T.; Imagawa, K.; Nagata, T.; Mukaiyama, T. Chem. Lett. 1992, 11, 2231-2234
66. Lee, N. H.; Jacobsen, E. N. Tetrahedron Lett. 1991, 32, 6533-6536
67. Jacobsen, E. N.; Deng, L.; Furukawa, Y.; Martinez, L. E. Tetrahedron 1994, 50, 4323-4334
68. Pietikainen, P. Tetrahedron Lett. 1994, 35, 941-944
69. Brandes, B. D.; Jacobsen, E. N. J. Org. Chem. 1994, 59, 4378-4380
70. Katsuki, T. J. Mol. Catal. A-Chem. 1996, 1-2, 87-107
71. Palucki, M.; Finney, N. S.; Pospisil, P. J.; Guler, M. L.; Ishida, T.; Jacobsen, E. N. J. Am. Chem. Soc. 1998, 5, 948-954
72. Shao, Y.; Molnar, L. F.; Jung, Y.; Kussmann, J.; Ochsenfeld, C.; Brown, S. T.; Gilbert, A. T. B.; Slipchenko, L. V.; Levchenko, S. V.; O'Neill, D. P., Jr.; R. A. D. Lochan, R. C.; Wang, T.; Beran, G. J. O.; Besley, N. A.; Herbert, J. M.; Lin, C. Y.; Voorhis, T. V.; Chien, S. H.; Sodt, A.; Steele, R. P.; Rassolov, V. A.; Maslen, P. E.; Korambath, P. P.; Adamson, R. D.; Austin, B.; Baker, J.; Byrd, E. F. C.; Dachsel, H.; Doerksen, R. J.; Dreuw, A.; Dunietz, B. D.; Dutoi, A. D.; Furlani, T. R.; Gwaltney, S. R.; Heyden, A.; Hirata, S.; Hsu, C.-P.; Kedziora, G.; Khalliulin, R. Z.; Klunzinger, P.; Lee, A. M.; Lee, M. S.; Liang, W.; Lotan, I.; Nair, N.; Peters, B.; Proynov, E. I.; Pieniazek, P. A.; Rhee, Y. M.; Ritchie, J.; Rosta, E.; Sherrill, C. D.; Simmonett, A. C.; Subotnik, J. E.; Woodcock, H. L.; Zhang, W.; Bell, A. T.; Chakraborty, A. K.; Chipman, D. M.; Keil, F. J.; Warshel, A.; Hehre, W. J.; Schaefer, H. F.; Kong, J.; Krylov, A. I.; Gill, P. M. W.; Head-Gordon, M. Phys. Chem. Chem. Phys. 2006, 8, 3172-3191
73. Hay, P. J.; Wadt, W. R. J. Chem. Phys. 1985, 82, 270-283
74. Francl, M. M.; Pietro, W. J.; Hehre, W. J.; Binkley, J. S.; Gordon, M. S.; Defrees, D. J.; Pople, J. A. J. Chem. Phys. 1982, 77, 3654-3665
75. Zhao, Y.; Schultz, N. E.; Truhlar, D. G. J. Chem. Theory Comput. 2006, 2, 364-382
76. Werner, H.-J.; Knowles, P. J.; Lindh, R.; Manby, F. R.; Schütz, M.; Celani, P.; Korona, T.; Rauhut, G.; Amos, R. D.; Bernhardsson, A.; Berning, A.; Cooper, D. L.; Deegan, M. J. O.; Dobbyn, A. J.; Eckert, F.; Hampel, C.; Hetzer, G.; Lloyd, A. W.; McNicholas, S. J.; Meyer, W.; Mura, M. E.; Nicklass, A.; Palmieri, P.; Pitzer, R.; Schumann, U.; Stoll, H.; Stone, A. J.; Tarroni, R.; Thorsteinsson, T. Molpro, version 2006.1, a package of ab initio programs; 2006; see http://www.molpro.net.
77. Hehre, W. J.; Stewart, R. F.; Pople, J. A. J. Chem. Phys. 1969, 51, 2657-2664
78. Hehre, W. J.; Ditchfie, R.; Stewart, R. F.; Pople, J. A. J. Chem. Phys. 1970, 52, 2769
79. Pietro, W. J.; Hehre, W. J. J. Comput. Chem. 1983, 4, 241-251
80. Celani, P.; Werner, H.-J. J. Chem. Phys. 2000, 112, 5546-5557
81. Andersson, K.; Malmqvist, P.-Å.; Roos, B. O.; Sadlej, A. J.; Wolinski, K. J. Phys. Chem. 1990, 94, 5483-5488
82. Werner, H. J. Mol. Phys. 1996, 89, 645-661
83. Humphrey, W.; Dalke, A.; Schulten, K. J. Mol. Graphics Modell. 1996, 14, 33
84. Portmann, S.; Luthi, H. P. Chimia 2000, 54, 766-770
85. Venkatasubbaiah, K.; Gill, C. S.; Takatani, T.; Sherrill, C. D.; Jones, C. W. Chem.-Eur. J. 2009, 15, 3951-3955