σ-bond activation of small molecules and reactions catalyzed by transition-metal complexes: Theoretical understanding of electronic processes

Inorganic Chemistry

Volumn 53, Issue 13, 2014, Pages 6444-6457

  Guan, Wei ^a   Sayyed, Fareed Bhasha ^a   Zeng, Guixiang ^a   Sakaki, Shigeyoshi ^a  

^a KYOTO UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 84903973496     PISSN: 00201669     EISSN: 1520510X     Source Type: Journal    
DOI: 10.1021/ic5003429     Document Type: Article

References (109)

1. Lyons, T. W.; Sanford, M. S. Chem. Rev. 2010, 110, 1147-1169
2. Ackermann, L. Chem. Rev. 2011, 111, 1315-1345
3. Partyka, D. V. Chem. Rev. 2011, 111, 1529-1595
4. Arockiam, P. B.; Bruneau, C.; Dixneuf, P. H. Chem. Rev. 2012, 112, 5879-5918
5. Sakaki, S.; Ochi, N.;; Ohnishi, Y. Heterolytic σ-Bond Activation by Transition Metal Complexes. In Computational Modeling for Homogeneous and Enzymatic Catalysis; Morokuma, K.; Musaev, D. J., Eds.; Wiley-VCH: Weinheim, Germany, 2008; pp 265-284.
6. Sakaki, S.; Sato, H.; Ohnishi, Y.-y. Chem. Rec. 2010, 10, 29-45
7. Sakaki, S. Theoretical Study of σ-Bond Activation Reactions and Catalytic Reactions by Transition Metal Complexes. In Practical Aspects of Computational Chemistry II; Leszczynski, J.; Shukla, M. K., Eds.; Springer: Berlin, 2012; pp 391-470.
8. Cui, Q.; Musaev, D. G.; Morokuma, K. Organometallics 1998, 17, 1383-1392
9. Sakaki, S.; Takayama, T.; Sugimoto, M. Chem. Lett. 2001, 30, 1222-1223
10. Sakaki, S.; Takayama, T.; Sumimoto, T.; Sugimoto, M. J. Am. Chem. Soc. 2004, 126, 3332-3348
11. Tatsumi, K.; Hoffmann, R.; Yamamoto, A.; Still, J. K. Bull. Chem. Soc. Jpn. 1981, 54, 1857-1867
12. Ochi, N.; Nakao, Y.; Sato, S.; Sakaki, S. J. Am. Chem. Soc. 2007, 129, 8615-8624
13. Obara, S.; Kitaura, K.; Morokuma, K. J. Am. Chem. Soc. 1984, 106, 7482-7492
14. Ohnishi, Y. Y.; Nakao, Y.; Sato, H.; Sakaki, S. J. Phys. Chem. A 2007, 111, 7915-7924
15. Devarajan, D.; Ess, D. H. Inorg. Chem. 2012, 51, 6367-6375
16. Sakaki, S.; Mizoe, N.; Musashi, Y.; Biswas, B.; Sugimoto, M. J. Phys. Chem. A 1998, 102, 8027-8036
17. Sakaki, S.; Kai, S.; Sugimoto, M. Organometallics 1999, 18, 4825-4837
18. Ariafard, A.; Lin, Z. Organometallics 2006, 25, 4030-4033
19. Sayyed, F. B.; Sakaki, S., to be published.
20. Ateşin, T. A.; Li, T.; Lachaize, S.; Brennessel, W. W.; García, J. J.; Jones, W. D. J. Am. Chem. Soc. 2007, 129, 7562-7569
21. Ohnishi, Y.-Y.; Nakao, Y.; Sato, H.; Sakaki, S. J. Phys. Chem. A 2007, 111, 7915-7924
22. Christmann, U.; Vilar, R. Angew. Chem., Int. Ed. 2005, 44, 366-374
23. Hartwig, J. F. Angew. Chem., Int. Ed. 1998, 37, 2046-2067
24. Galardon, E.; Ramdeehul, S.; Brown, J. M.; Cowley, A.; Hii, K. K.; Jutand, A. Angew. Chem., Int. Ed. 2002, 41, 1760-1763
25. Stambuli, J. P.; Buehl, M.; Hartwig, J. F. J. Am. Chem. Soc. 2002, 124, 9346-9347
26. Stambuli, J. P.; Incarvito, C. D.; Buehl, M.; Hartwig, J. F. J. Am. Chem. Soc. 2004, 126, 1184-1194
27. Yamashita, M.; Hartwig, J. F. J. Am. Chem. Soc. 2004, 126, 5344-5345
28. Li, Z.; Fu, Y.; Guo, Q.-X.; Liu, L. Organometallics 2008, 27, 4043-4049
29. Vikse, K.; Naka, T.; McIndoe, J. S.; Besora, M.; Maseras, F. ChemCatChem 2013, 5, 3604-3609
30. Correa, A.; Cornella, J.; Martin, R. Angew. Chem., Int. Ed. 2013, 52, 1878-1880 and references cited therein
31. Yoshino, Y.; Kurahashi, T.; Matubara, S. J. Am. Chem. Soc. 2009, 131, 7494-7495
32. Nakai, K.; Kurahashi, T.; Matubara, S. J. Am. Chem. Soc. 2011, 133, 11066-11068
33. Guan, W.; Sakaki, S.; Kurahashi, T.; Matubara, S. Organometallics 2013, 32, 7564-7574
34. Jakt, M.; Johannissen, L.; Rzepa, H. S.; Widdowson, D. A.; Wilhelm, R. J. Chem. Soc., Perkin Trans. 2 2002, 576-581
35. Senn, H. M.; Ziegler, T. Organometallics 2004, 23, 2980-2988
36. Kégl, T.; Kollar, L. J. Organomet. Chem. 2007, 692, 1852-1858
37. Rendina, L. M.; Puddephatt, R. J. Chem. Rev. 1997, 97, 1735-1754
38. Hayaki, S.; Yokogawa, D.; Sato, H.; Sakaki, S. Chem. Phys. Lett. 2008, 458, 329-332
39. Zeng, G.; Sakaki, S. Inorg. Chem. 2011, 50, 5290-5297
40. Braunschweig, H.; Radacki, K.; Schneider, A. Science 2010, 328, 345-347
41. Tsukamoto, S.; Sakaki, S. J. Phys. Chem. A 2011, 115, 8520-8527
42. Sakaki, S.; Dedieu, A. Inorg. Chem. 1987, 26, 3278-3284
43. Sakaki, S.; Aizawa, T.; Koga, K.; Morokuma, K.; Ohkubo, K. Inorg. Chem. 1989, 28, 103-109
44. Aresta, M.; Nobile, C. F.; Albano, V. G.; Forni, E.; Manassero, M. J. Chem. Soc., Chem. Commun. 1975, 636-637
45. Gambarotta, S.; Arena, F.; Floriani, C.; Zanazzi, P. F. J. Am. Chem. Soc. 1982, 104, 5082-5092
46. Herskovitz, T.; Guggenberger, L. J. J. Am. Chem. Soc. 1976, 98, 1615-1616
47. Calabrese, J. C.; Herskovitz, T.; Kinney, J. B. J. Am. Chem. Soc. 1983, 105, 5914-5915
48. Moritani, I.; Fujiwara, Y. Tetrahedron Lett. 1967, 8, 1119-1122
49. Fujiwara, Y.; Moritani, I.; Matsuda, M. Tetrahedron Lett. 1968, 9, 633-636
50. Fujiwara, Y.; Takaki, K.; Taniguchi, Y. Synlett 1996, 591-599 and references cited therein
51. Biswas, B.; Sugimoto, M.; Sakaki, S. Organometallics 2000, 19, 3895-3908
52. Garcia-Cuadrado, D.; Braga, A. A. C.; Maseras, F.; Echavarren, A. M. J. Am. Chem. Soc. 2006, 128, 1066-1067
53. Davies, D. L.; Donald, S. M. A.; Macgregor, S. A. J. Am. Chem. Soc. 2005, 127, 13754-13755
54. Campeau, L. C.; Rousseaux, S.; Fagnou, K. J. Am. Chem. Soc. 2005, 127, 18020-18021
55. Harman, W. H.; Peters, J. C. J. Am. Chem. Soc. 2012, 134, 5080-5082
56. Harman, W. H.; Lin, T. P.; Peters, J. C. Angew. Chem., Int. Ed. 2014, 53, 1081-1086
57. Green, M. L. H. J. Organomet. Chem. 1995, 500, 127-148
58. Parkin, G. Organometallics 2006, 25, 4744-4747
59. Amgoune, A.; Bourissou, D. Chem. Commun. 2011, 47, 859-871
60. Zeng, G.; Sakaki, S. Inorg. Chem. 2013, 52, 2844-2853
61. Pang, K.; Tanski, J. M.; Parkin, G. Chem. Commun. 2008, 1008-1010
62. Figueroa, J. S.; Melnick, J. G.; Parkin, G. Inorg. Chem. 2006, 45, 7056-7058
63. Pang, K.; Quan, S. M.; Parkin, G. Chem. Commun. 2006, 5015-5017
64. Tsoureas, N.; Kuo, Y.; Haddow, M. F.; Owen, G. R. Chem. Commun. 2011, 47, 484-486
65. Nakao, Y.; Oda, S.; Hiyama, T. J. Am. Chem. Soc. 2004, 126, 13904-13905
66. Nakao, Y.; Oda, S.; Yada, A.; Hiyama, T. Tetrahedron 2006, 62, 7567-7576
67. Ateşin, T. A.; Li, T.; Lachaize, S.; García, J. J.; Jones, W. D. Organometallics 2008, 27, 3811-3817
68. Ohnishi, Y.-Y.; Nakao, Y.; Sato, H.; Nakao, Y.; Hiyama, T.; Sakaki, S. Organometallics 2009, 28, 2583-2594
69. Tran-Vu, H.; Daugulis, O. ACS Catal. 2013, 3, 2417-2420
70. Correa, A.; Martín, R. J. Am. Chem. Soc. 2009, 131, 15974-15975
71. Fujihara, T.; Nogi, K.; Xu, T.; Terao, J.; Tsuji, Y. J. Am. Chem. Soc. 2012, 134, 9106-9109
72. León, T.; Correa, A.; Martín, R. J. Am. Chem. Soc. 2013, 135, 1221-1224
73. Sayyed, F. B.; Tsuji, Y.; Sakaki, S. Chem. Commun. 2013, 49, 10715-10717
74. Sakaki, S.; Ohkubo, K. Inorg. Chem. 1988, 27, 2020-2021
75. Sakaki, S.; Ohkubo, K. Organometallics 1989, 8, 2970-2973
76. Sakaki, S.; Ohkubo, K. Inorg. Chem. 1989, 28, 2583-2590
77. Jessop, P. G.; Ikariya, T.; Noyori, R. Nature 1994, 368, 231-233
78. Musashi, Y.; Sakaki, S. J. Am. Chem. Soc. 2000, 122, 3867-3877
79. Ohnishi, Y. Y.; Matsunaga, T.; Nakao, Y.; Sato, H.; Sakaki, S. J. Am. Chem. Soc. 2005, 127, 4021-4032
80. Ohnishi, Y. Y.; Nakao, Y.; Sato, H.; Sakaki, S. Organometallics 2006, 25, 3352-3363
81. Musashi, Y.; Sakaki, S. J. Am. Chem. Soc. 2002, 124, 7588-7603
82. Miyaura, N.; Suzuki, A. Chem. Rev. 1995, 95, 2457-2483
83. Nakao, Y.; Hiyama, T. Chem. Soc. Rev. 2011, 40, 4893-4901
84. Hatanaka, Y.; Hiyama, T. Pure Appl. Chem. 1994, 66, 1471-1478
85. Hallberg, A.; Westerlund, C. Chem. Lett. 1982, 1993-1994
86. Sugiyama, A.; Ohnishi, Y. Y.; Nakaoka, M.; Nakao, Y.; Sato, H.; Sakaki, S.; Nakao, Y.; Hiyama, T. J. Am. Chem. Soc. 2008, 130, 12975-12985
87. Takagi, N.; Sakaki, S. J. Am. Chem. Soc. 2013, 135, 8955-8965
88. Hull, K. L.; Sanford, M. S. J. Am. Chem. Soc. 2009, 131, 9651-9652
89. Lapointe, D.; Fagnou Chem. Lett. 2010, 39, 1118-1126
90. Wakioka, M.; Nakamura, Y.; Wang, Q.; Ozawa, F. Organometallics 2012, 31, 4810-4816
91. Tan, Y.; Barrios-Landeros, F.; Hartwig, J. F. J. Am. Chem. Soc. 2012, 134, 3683-3686
92. Ishikawa, A.; Nakao, Y.; Sato, H.; Sakaki, S. Dalton Trans. 2010, 39, 3279-3289
93. Wakioka, M.; Nakamura, Y.; Hihara, Y.; Ozawa, F.; Sakaki, S. Organometallics 2013, 32, 4423-4430
94. Yamamoto, T. J. Chem. Phys. 2008, 129, 244104
95. Nakano, H.; Yamamoto, T. J. Chem. Phys. 2012, 136, 134107
96. Kosugi, K.; Hayashi, S. J. Chem. Theory Comput. 2012, 8, 322-334
97. Kosugi, K.; Hayashi, S. J. Am. Chem. Soc. 2012, 134, 7045-7055
98. Aono, S.; Sakaki, S. J. Phys. Chem. B 2012, 116, 13045-13062
99. Aono, S.; Nakagaki, M.; Sakaki, S. J. Chem. Theory Comput. 2014, 10, 1062-1073
100. Yoshizawa, K.; Shiota, Y.; Yamabe, T. J. Am. Chem. Soc. 1998, 120, 564-572
101. Yoshizawa, K.; Shiota, Y.; Yamabe, T. Organometallics 1998, 17, 2825-2831
102. Yoshizawa, K.; Shiota, Y.; Yamabe, T. J. Am. Chem. Soc. 1999, 121, 147-153
103. Shiota, Y.; Suzuki, K.; Yoshizawa, K. Organometallics 2005, 24, 3532-3538
104. Böhme, D. K.; Schwarz, H. Angew. Chem., Int. Ed. 2005, 44, 2336-2354
105. Dietl, N.; Schlangen, M.; Schwartz, H. Chem. - Eur. J. 2011, 17, 1783-1788
106. Božović, A.; Feil, S.; Koyanagi, G. K.; Viggiano, A. A.; Zhang, X.; Schlangen, M.; Schwarz, H.; Bohme, D. K. Chem. - Eur. J. 2010, 16, 11605-11610
107. Siegbahn, P. E. M.; Blomberg, M. R. A.; Pavlov, M. W. N.; Crabtree, R. H. J. Biol. Inorg. Chem. 2001, 6, 460-466
108. Siegbahn, P. E. M. Chem. Rev. 2007, 107, 4414-4435
109. Ishikawa, A.; Tanimura, Y.; Nakao, Y.; Sato, H.; Sakaki, S. Organometallics 2012, 31, 8189-8199 Technology