Reactivity of coordinatively unsaturated bis(N-heterocyclic carbene) Pt(II) complexes toward H2. Crystal structure of a 14-electron Pt(II) hydride complex

Inorganic Chemistry

Volumn 53, Issue 8, 2014, Pages 4257-4268

  Rivada Wheelaghan, Orestes ^a   Roselló Merino, Marta ^a   Ortuño, Manuel A ^b   Vidossich, Pietro ^b   Gutiérrez Puebla, Enrique ^c   Lledós, Agustí ^b   Conejero, Salvador ^a  

^a INSTITUTO DE INVESTIGACIONES QUÍMICAS   (Spain)

^b UNIVERSITAT AUTÒNOMA DE BARCELONA   (Spain)

^c INSTITUTO DE CIENCIA DE MATERIALES DE MADRID   (Spain)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 84899465895     PISSN: 00201669     EISSN: 1520510X     Source Type: Journal    
DOI: 10.1021/ic500705t     Document Type: Article

References (98)

1. Dalebrook, A. F.; Gan, W.; Grasemann, M.; Moret, S.; Laurenczy, G. Chem. Commun. 2013, 42, 8735-8751
2. Less, R. J.; Melen, R. L.; Wright, D. S. RSC Adv. 2012, 2, 2191-2199
3. Weidenthaler, C.; Felderhoff, M. Energy Environ. Sci. 2011, 4, 2495-2502
4. Staubitz, A.; Robertson, A. P. M.; Manners, I. Chem. Rev. 2010, 110, 4079-4124
5. Smythe, J. C.; Gordon, J. C. Eur. J. Inorg. Chem. 2010, 509-521
6. Marder, T. B. Angew. Chem., Int. Ed. 2007, 46, 8116-8118
7. Stephens, S. H.; Pons, V.; Baker, R. T. Dalton Trans. 2007, 2613-2626
8. St. John, A.; Goldberg, K. I.; Heinekey, D. M. Top. Organomet. Chem. 2013, 40, 271-288
9. Waterman, R. Chem. Soc. Rev. 2013, 42, 5629-5641
10. Alcaraz, G.; Sabo-Etienne, S. Angew. Chem., Int. Ed. 2010, 49, 7170-7179
11. Roselló-Merino, M.; López-Serrano, J.; Conejero, S. J. Am. Chem. Soc. 2013, 135, 10910-10913
12. Campos, J.; Peloso, R.; Carmona, E. Angew. Chem., Int. Ed. 2012, 51, 8255-8258
13. Baratta, W.; Stoccoro, S.; Doppiu, A.; Herdtweck, E.; Zucca, A.; Rigo, P. Angew. Chem., Int. Ed. 2003, 42, 105-108
14. For related Pt-C hydrogenations, see Ingleson, M. J.; Mahon, M. F.; Weller, A. S. Chem. Commun. 2004, 2398-2399
15. Berke, H. ChemPhysChem 2010, 11, 1837-1849
16. Kubas, G. J. Chem. Rev. 2007, 107, 4152-4205
17. Heinekey, D. M.; Lledós, A.; Lluch, J. M. Chem. Soc. Rev. 2004, 33, 175-182
18. Ortuño, M. A.; Conejero, S.; Lledós, A. Beilstein J. Org. Chem. 2013, 9, 1352-1382
19. Kubas, G. J. J. Organomet. Chem. 2014, 751, 33-49
20. Gordon, J. C.; Kubas, G. J. Organometallics 2010, 29, 4682-4701
21. Kubas, G. J. J. Organomet. Chem. 2009, 694, 2648-2653
22. Szymczak, N. K.; Tyler, D. R. Coord. Chem. Rev. 2008, 252, 212-230
23. Kubas, G. J. Proc. Natl. Acad. Sci. U.S.A. 2007, 104, 6901-6907
24. Tsay, C.; Mankad, N. P.; Peters, J. C. J. Am. Chem. Soc. 2010, 132, 13975-13977
25. Kimmich, B. F. M.; Bullock, R. M. Organometallics 2002, 21, 1504-1507
26. Stahl, S. S.; Labinger, J. A.; Bercaw, J. E. Inorg. Chem. 1998, 37, 2422-2431
27. Butts, M. D.; Scott, B. L.; Kubas, G. J. J. Am. Chem. Soc. 1996, 118, 11831-11843
28. Gusev, D. G.; Notheis, J. U.; Rambo, J. R.; Hauger, B. E.; Eisenstein, O.; Caulton, K. G. J. Am. Chem. Soc. 1994, 116, 7409-7910
29. Mas-Ballesté, R.; Lledós, A. H-H Bond Activation. In Comprehensive Inorganic Chemistry II; Reedijk, J.; Poeppelmeir, K., Eds.; Elsevier: Oxford, 2013; Vol. 9, pp 727-766.
30. Giunta, D.; Hölscher, M.; Lehmann, C. W.; Mynott, R.; Wirtz, C.; Leitner, W. Adv. Synth. Catal. 2003, 345, 1139-1145
31. Burling, S.; Häller, L. J. L.; Mas-Marzá, E.; Moreno, A.; Macgregor, S. A.; Mahon, M. F.; Pregosin, P. S.; Whittlesey, M. K. Chem.-Eur. J. 2009, 15, 10912-10923
32. Rivada-Wheelaghan, O.; Ortuño, M. A.; Díez, J.; E; Lledós, A.; Conejero, S. Angew. Chem., Int. Ed. 2012, 51, 3936-3939
33. Rivada-Wheelaghan, O.; Donnadieu, B.; Maya, C.; Conejero, S. Chem.-Eur. J. 2010, 16, 10323-10326
34. For a related Ir(III) species, see Scott, N. M.; Pons, V.; Stevens, E. D.; Heinekey, D. M.; Nolan, S. P. Angew. Chem., Int. Ed. 2005, 44, 2512-2515
35. Goel, R. G.; Srivastava, R. C. Can. J. Chem. 1983, 61, 1352-1359
36. Nelson, D. J.; Nolan, S. P. Chem. Soc. Rev. 2013, 42, 6723-6753
37. Jahnke, M. C.; Hahn, F. E. Top. Organomet. Chem. 2010, 30, 95-129
38. Dröge, T.; Glorius, F. Angew. Chem., Int. Ed. 2010, 49, 6940-6952
39. Urban, S.; Tursky, M.; Frölich, R.; Glorius, F. Dalton Trans. 2009, 6934-6940
40. Díez-González, S.; Nolan, S. P. Coord. Chem. Rev. 2007, 251, 874-883
41. Scott, N. M.; Nolan, S. P. Eur. J. Inorg. Chem. 2005, 1815-1828
42. Cavallo, L.; Correa, A.; Costabile, C.; Jacobsen, H. J. Organomet. Chem. 2005, 690, 5407-5413
43. Brookhart, M.; Green, M. L. H; Parkib, G. Proc. Natl. Acad. Sci. U.S.A. 2007, 104, 6908-6914
44. Ortuño, M. A.; Vidossich, P.; Ujaque, G.; Conejero, S.; Lledós, A. Dalton Trans. 2013, 42, 12165-12172
45. Sajith, P. K.; Suresh, C. H. J. Organomet. Chem. 2011, 696, 2086-2092
46. Zhu, J.; Lin, Z.; Marder, T. B. Inorg. Chem. 2005, 44, 9384-9390
47. Braunschweig, H.; Brenner, P.; Dewhurst, R.; Jimenez-Halla, J. O. C.; Kupfer, T.; Rais, D.; Uttinger, K. Angew. Chem., Int. Ed. 2013, 52, 2981-2984
48. Arnol, N.; Braunschweig, H.; Brenner, P.; Jimenez-Halla, J. O. C.; Kupfer, T.; Radacki, K. Organometallics 2012, 31, 1897-1907
49. Braunschweig, H.; Radacki, K.; Uttinger, K. Chem.-Eur. J. 2008, 14, 7858-7866
50. Braunschweig, H.; Radacki, K.; Rais, D.; Scheschkewitz, D. Angew. Chem., Int. Ed. 2005, 44, 5651-5654
51. There is only one report on the X-ray crystallographyc characterization of a three-coordinated Co(I) complex: Ding, K.; Brennessel, W. W.; Holland, P. L. J. Am. Chem. Soc. 2009, 131, 10804-10805
52. Stahl, S. S.; Labinger, J. A.; Bercaw, J. E. Inorg. Chem. 1998, 37, 2422-2431
53. Kimmich, B. F. M.; Bullock, R. M. Organometallics 2002, 21, 1504-1507
54. Pantazis, D. A.; McGrady, J. E.; Maseras, F.; Etienne, M. J. Chem. Theory Comput. 2007, 3, 1329-1336
55. Tognetti, V.; Joubert, L.; Cortona, P.; Adamo, C. J. Phys. Chem. A 2009, 113, 12322-12327
56. A closely related example has been reported: Languérand, A.; Barnes, S. S.; Bélanger-Chabot, G.; Maron, L.; Berrouard, P.; Audet, P.; Fontaine, F.-G. Angew. Chem., Int. Ed. 2009, 48, 6695-6698
57. Siedle, A. R.; Newmark, R. D.; Gleason, W. B. J. Am. Chem. Soc. 1986, 108, 767-780
58. Connelly, S. J.; Zimmerman, A. C.; Kaminsky, W.; Heinekey, D. M. Chem.-Eur. J. 2012, 18, 15932-15934
59. Devarajan, D.; Ess, D. H. Inorg. Chem. 2012, 51, 6367-6375
60. Vastine, B. A.; Hall, M. B. J. Am. Chem. Soc. 2007, 129, 12068-12069
61. Perutz, R. N.; Sabo-Etienne, S. Angew. Chem., Int. Ed. 2007, 46, 2578-2592
62. Zhao, Y.; Truhlar, D. G. Acc. Chem. Res. 2008, 41, 157-167
63. Zhao, Y.; Truhlar, D. G. Chem. Phys. Lett. 2011, 502, 1-13
64. Paton, R. S.; Seonah Kim, S.; Ross, A. G.; Danishefsky, S. J.; Houk, K. N. Angew. Chem., Int. Ed. 2011, 50, 10366-10368
65. van Zeist, W.-J.; Bickelhaupt, F. M. Org. Biomol. Chem. 2010, 8, 3118-3127
66. Hillier, A. C.; Sommer, W. J.; Yong, B. S.; Petersen, J. L.; Cavallo, L.; Nolan, S. P. Organometallics 2003, 22, 4322-4326
67. Poater, A.; Consenza, B.; Correa, A.; Giudice, S.; Ragone, F.; Scarano, V.; Cavallo, L. Eur. J. Inorg. Chem. 2009, 1759-1766
68. Clavier, H.; Nolan, S. P. Chem. Commun. 2010, 46, 841-861
69. Maseras, F.; Lledós, A.; Clot, E.; Eisenstein, O. Chem. Rev. 2000, 100, 601-636
70. Zhao, Y.; Truhlar, D. Theor. Chem. Acc. 2008, 120, 215-241
71. Wheeler, S. E.; Houk, K. N. J. Chem. Theory Comput. 2010, 6, 395-404
72. Frisch, M. J. Gaussian 09, Revision A.1; Gaussian, Inc.: Wallingford, CT, 2009.
73. Hehre, W. J.; Ditchfield, R.; Pople, J. A. J. Chem. Phys. 1972, 56, 2257-2261
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. Andrae, D.; Häußermann, U.; Dolg, M.; Stoll, H.; Preuß, H. Theor. Chim. Acta 1990, 77, 123-141
76. Ehlers, A. W.; Böhme, M.; Dapprich, S.; Gobbi, A.; Höllwarth, A.; Jonas, V.; Köhler, K. F.; Stegmann, R.; Veldkamp, A.; Frenking, G. Chem. Phys. Lett. 1993, 208, 111-114
77. Hratchian, H. P.; Schlegel, H. B. J. Chem. Phys. 2004, 120, 9918-9924
78. Hratchian, H. P.; Schlegel, H. B. J. Chem. Theory Comput. 2005, 1, 61-69
79. Marenich, A. V.; Cramer, C. J.; Truhlar, D. G. J. Phys. Chem. B 2009, 113, 6378-6396
80. Clark, T.; Chandrasekhar, J.; Spitznagel, G. W.; Schleyer, P. V. R. J. Comput. Chem. 1983, 4, 294-301
81. Krishnan, R.; Binkley, J. S.; Seeger, R.; Pople, J. A. J. Chem. Phys. 1980, 72, 650-654
82. Fox, T.; Kollman, P. J. Phys. Chem. B 1998, 102, 8070-8079
83. Seminario, J. M. Int. J. Quantum Chem. 1996, 60, 1271-1277
84. Hutter, J.; Iannuzzi, M.; Schiffmann, F.; VandeVondele, J. WIREs Comput. Mol. Sci. 2014, 4, 15-25
85. VandeVondele, J.; Krack, M.; Mohamed, F.; Parrinello, M.; Chassaing, T.; Hutter, J. Comput. Phys. Commun. 2005, 167, 103-128
86. Perdew, J. P.; Burke, K.; Ernzerhof, M. Phys. Rev. Lett. 1996, 77, 3865-3868
87. Grimme, S.; Antony, J.; Ehrlich, S.; Krieg, H. J. Chem. Phys. 2010, 132, 154104
88. Bussi, G.; Donadio, D.; Parrinello, M. J. Chem. Phys. 2007, 126, 014101
89. Lippert, G.; Hutter, J.; Parrinello, M. Mol. Phys. 1997, 92, 477-487
90. VandeVondele, J.; Hutter, J. J. Chem. Phys. 2007, 127, 114105
91. Goedecker, S.; Teter, M.; Hutter, J. Phys. Rev. B 1996, 54, 1703-1710
92. Krack, M. Theor. Chem. Acc. 2005, 114, 145-152
93. VandeVondele, J.; Hutter, J. J. Chem. Phys. 2003, 118, 4365-4369
94. Laino, T.; Mohamed, F.; Laio, A.; Parrinello, M. J. Chem. Theory Comput. 2005, 1, 1176-1184
95. SAINTplus package; Bruker AXS, Inc.: Madison, WI, 2006.
96. Sheldrick, G. M. SADABS program integrated in APEX2 package; Bruker AXS, Inc.: Madison, WI, 2009.
97. Sheldrick, G. M. XPREP, SHELXS, and SHELXL programs integrated in APEX2 package; Bruker AXS, Inc.: Madison, WI, 2008.
98. Spek, A. L. PLATON, A multipurpose Crystallographic Tool; Utrecht University: Utrecht, Holland, 2005.