Aqueous Hydricity of Late Metal Catalysts as a Continuum Tuned by Ligands and the Medium

Journal of the American Chemical Society

Volumn 138, Issue 7, 2016, Pages 2252-2260

  Pitman, Catherine L ^a   Brereton, Kelsey R ^a   Miller, Alexander J M ^a  

^a The University of North Carolina at Chapel Hill   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

CARBON DIOXIDE; CATALYSTS; FREE ENERGY; IRIDIUM; LIGANDS; TRANSITION METAL COMPOUNDS; TRANSITION METALS;

ALTERNATIVE ENERGY; BUFFER COMPOSITION; HYDRIDE TRANSFERS; LATE-METAL CATALYSTS; SPECTROPHOTOMETRIC TITRATIONS; SYNTHETIC PROCEDURES; TRANSITION METAL HYDRIDES; WATER-SOLUBLE SPECIES;

HYDRIDES;

CARBON DIOXIDE; CARBOXYLIC ACID; IRIDIUM; IRIDIUM HYDRIDE; LIGAND; METAL; RUTHENIUM; RUTHENIUM HYDRIDE; TRANSITION ELEMENT; UNCLASSIFIED DRUG; WATER; ORGANOMETALLIC COMPOUND;

ALTERNATIVE ENERGY; ARTICLE; CATALYSIS; CATALYST; CYCLIC POTENTIOMETRY; PH; POTENTIOMETRY; PROTON TRANSPORT; CHEMICAL STRUCTURE; CHEMISTRY; SYNTHESIS; THERMODYNAMICS;

CATALYSIS; IRIDIUM; LIGANDS; MOLECULAR STRUCTURE; ORGANOMETALLIC COMPOUNDS; RUTHENIUM; THERMODYNAMICS; WATER;

EID: 84959431502     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/jacs.5b12363     Document Type: Article

References (60)

1. Vincent, K. A.; Parkin, A.; Armstrong, F. A. Chem. Rev. 2007, 107, 4366-4413 10.1021/cr050191u
2. Dobbek, H.; Svetlitchnyi, V.; Gremer, L.; Huber, R.; Meyer, O. Science 2001, 293, 1281-1285 10.1126/science.1061500
3. Gray, H. B. Nat. Chem. 2009, 1, 112-112 10.1038/nchem.206
4. Thoi, V. S.; Sun, Y.; Long, J. R.; Chang, C. J. Chem. Soc. Rev. 2013, 42, 2388-2400 10.1039/C2CS35272A
5. McDaniel, N. D.; Bernhard, S. Dalton Trans. 2010, 39, 10021-10030 10.1039/c0dt00454e
6. Appel, A. M.; Bercaw, J. E.; Bocarsly, A. B.; Dobbek, H.; DuBois, D. L.; Dupuis, M.; Ferry, J. G.; Fujita, E.; Hille, R.; Kenis, P. J. A.; Kerfeld, C. A.; Morris, R. H.; Peden, C. H. F.; Portis, A. R.; Ragsdale, S. W.; Rauchfuss, T. B.; Reek, J. N. H.; Seefeldt, L. C.; Thauer, R. K.; Waldrop, G. L. Chem. Rev. 2013, 113, 6621-6658 10.1021/cr300463y
7. Aqueous-Phase Organometallic Catalysis, 2nd ed.; Cornils, B.; Herrmann, W. A., Eds.; Wiley-VCH: Weinheim, 2004.
8. Joó, F. Acc. Chem. Res. 2002, 35, 738-745 10.1021/ar0100733
9. Volbeda, A.; Charon, M.-H.; Piras, C.; Hatchikian, E. C.; Frey, M.; Fontecilla-Camps, J. C. Nature 1995, 373, 580-587 10.1038/373580a0
10. Peters, J. W.; Lanzilotta, W. N.; Lemon, B. J.; Seefeldt, L. C. Science 1998, 282, 1853-1858 10.1126/science.282.5395.1853
11. Han, Z.; Eisenberg, R. Acc. Chem. Res. 2014, 47, 2537-2544 10.1021/ar5001605
12. Warren, J. J.; Tronic, T. A.; Mayer, J. M. Chem. Rev. 2010, 110, 6961-7001 10.1021/cr100085k
13. Bourrez, M.; Steinmetz, R.; Ott, S.; Gloaguen, F.; Hammarström, L. Nat. Chem. 2015, 7, 140-145 10.1038/nchem.2157
14. DuBois, D. L.; Berning, D. E. Appl. Organomet. Chem. 2000, 14, 860-862 10.1002/1099-0739(200012)14:12<860::AID-AOC87>3.0.CO;2-A
15. Rakowski DuBois, M.; DuBois, D. L. Chem. Soc. Rev. 2009, 38, 62-72 10.1039/B801197B
16. Bullock, R. M.; Appel, A. M.; Helm, M. L. Chem. Commun. 2014, 50, 3125-3143 10.1039/c3cc46135a
17. Helm, M. L.; Stewart, M. P.; Bullock, R. M.; Rakowski DuBois, M.; Dubois, D. L. Science 2011, 333, 863-866 10.1126/science.1205864
18. Rodriguez-Maciá, P.; Dutta, A.; Lubitz, W.; Shaw, W. J.; Rüdiger, O. Angew. Chem., Int. Ed. 2015, 54, 12303-12307 10.1002/anie.201502364
19. Connelly, S. J.; Wiedner, E. S.; Appel, A. M. Dalton Trans. 2015, 44, 5933-5938 10.1039/C4DT03841J
20. Creutz, C.; Chou, M. H. J. Am. Chem. Soc. 2007, 129, 10108-10109 10.1021/ja074158w
21. Creutz, C.; Chou, M. H. J. Am. Chem. Soc. 2009, 131, 2794-2795 10.1021/ja809724s
22. Taheri, A.; Thompson, E. J.; Fettinger, J. C.; Berben, L. A. ACS Catal. 2015, 5, 7140-7151 10.1021/acscatal.5b01708
23. Tsay, C.; Livesay, B. N.; Ruelas, S.; Yang, J. Y. J. Am. Chem. Soc. 2015, 137, 14114-14121 10.1021/jacs.5b07777
24. Berning, D. E.; Noll, B. C.; DuBois, D. L. J. Am. Chem. Soc. 1999, 121, 11432-11447 10.1021/ja991888y
25. Brewster, T. P.; Miller, A. J. M.; Heinekey, D. M.; Goldberg, K. I. J. Am. Chem. Soc. 2013, 135, 16022-16025 10.1021/ja408149n
26. Miller, A. J. M.; Heinekey, D. M.; Mayer, J. M.; Goldberg, K. I. Angew. Chem., Int. Ed. 2013, 52, 3981-3984 10.1002/anie.201208470
27. Hull, J. F.; Himeda, Y.; Wang, W.-H.; Hashiguchi, B.; Periana, R.; Szalda, D. J.; Muckerman, J. T.; Fujita, E. Nat. Chem. 2012, 4, 383-388 10.1038/nchem.1295
28. Fukuzumi, S.; Kobayashi, T.; Suenobu, T. Angew. Chem., Int. Ed. 2011, 50, 728-731 10.1002/anie.201004876
29. Pitman, C. L.; Miller, A. J. M. ACS Catal. 2014, 4, 2727-2733 10.1021/cs500441f
30. Himeda, Y. Green Chem. 2009, 11, 2018-2022 10.1039/b914442k
31. Ogo, S.; Kabe, R.; Hayashi, H.; Harada, R.; Fukuzumi, S. Dalton Trans. 2006, 39, 4657-4663 10.1039/b607993h
32. Taheri, A.; Berben, L. A. Inorg. Chem. 2016, 55, 378-385 10.1021/acs.inorgchem.5b02293
33. Ziessel, R. J. Am. Chem. Soc. 1993, 115, 118-127 10.1021/ja00054a017
34. Dutton, L. P. Methods Enzymol. 1978, 54, 411-435 10.1016/S0076-6879(78)54026-3
35. Pugh, J. R.; Meyer, T. J. J. Am. Chem. Soc. 1992, 114, 3784-3792 10.1021/ja00036a030
36. Seifriz, I.; Konzen, M.; Paula, M. M. S.; Gonçalves, N. S.; Spoganickz, B.; Creczynski-Pasa, T. B.; Bonetti, V. R.; Beirith, A.; Calixto, J. B.; Franco, C. V. J. Inorg. Biochem. 1999, 76, 153-163 10.1016/S0162-0134(99)00111-7
37. Ardo, S.; Achey, D.; Morris, A. J.; Abrahamsson, M.; Meyer, G. J. J. Am. Chem. Soc. 2011, 133, 16572-16580 10.1021/ja206139n
38. Ciancanelli, R.; Noll, B. C.; DuBois, D. L.; Rakowski DuBois, M. J. Am. Chem. Soc. 2002, 124, 2984-2992 10.1021/ja0122804
39. Wilson, A. D.; Miller, A. J. M.; DuBois, D. L.; Labinger, J. A.; Bercaw, J. E. Inorg. Chem. 2010, 49, 3918-3926 10.1021/ic100117y
40. Matsubara, Y.; Fujita, E.; Doherty, M. D.; Muckerman, J. T.; Creutz, C. J. Am. Chem. Soc. 2012, 134, 15743-15757 10.1021/ja302937q
41. Hu, Y.; Norton, J. R. J. Am. Chem. Soc. 2014, 136, 5938-5948 10.1021/ja412309j
42. Kolthoff, I. M. Anal. Chem. 1974, 46, 1992-2003 10.1021/ac60349a005
43. Robertson, A.; Matsumoto, T.; Ogo, S. Dalton Trans. 2011, 40, 10304-10310 10.1039/c1dt10544b
44. de Respinis, M.; Joya, K. S.; De Groot, H. J. M.; D'Souza, F.; Smith, W. A.; van de Krol, R.; Dam, B. J. Phys. Chem. C 2015, 119, 7275-7281 10.1021/acs.jpcc.5b00287
45. Barrett, S. M.; Pitman, C. L.; Walden, A. G.; Miller, A. J. M. J. Am. Chem. Soc. 2014, 136, 14718-14721 10.1021/ja508762g
46. Ellis, W. W.; Miedaner, A.; Curtis, C. J.; Gibson, D. H.; DuBois, D. L. J. Am. Chem. Soc. 2002, 124, 1926-1932 10.1021/ja0116831
47. Bhagan, S.; Wayland, B. B. Inorg. Chem. 2011, 50, 11011-11020 10.1021/ic201553k
48. Curtis, C. J.; Miedaner, A.; Ellis, W. W.; DuBois, D. L. J. Am. Chem. Soc. 2002, 124, 1918-1925 10.1021/ja0116829
49. Hansch, C.; Leo, A.; Taft, R. W. Chem. Rev. 1991, 91, 165-195 10.1021/cr00002a004
50. Kanan, M. W.; Nocera, D. G. Science 2008, 321, 1072-1075 10.1126/science.1162018
51. Karunadasa, H. I.; Chang, C. J.; Long, J. R. Nature 2010, 464, 1329-1333 10.1038/nature08969
52. Fulmer, G. R.; Miller, A. J. M.; Sherden, N. H.; Gottlieb, H. E.; Nudelman, A.; Stoltz, B. M.; Bercaw, J. E.; Goldberg, K. I. Organometallics 2010, 29, 2176-2179 10.1021/om100106e
53. Glasoe, P. K.; Long, F. A. J. Phys. Chem. 1960, 64, 188-190 10.1021/j100830a521
54. Handbook of Electrochemistry; Zoski, C. G., Ed.; Elsevier: Amsterdam, 2007.
55. Dadci, L.; Elias, H.; Frey, U.; Hoernig, A.; Koelle, U.; Merbach, A. E.; Paulus, H.; Schneider, J. S. Inorg. Chem. 1995, 34, 306-315 10.1021/ic00105a048
56. White, C.; Yates, A.; Maitlis, P. M. Inorg. Synth. 1992, 29, 228-234 10.1002/9780470132609.ch53
57. Joya, K. S.; Subbaiyan, N. K.; D'Souza, F.; de Groot, H. J. M. Angew. Chem., Int. Ed. 2012, 51, 9601-9605 10.1002/anie.201203560
58. Ladwig, M.; Kaim, W. J. Organomet. Chem. 1992, 439, 79-90 10.1016/0022-328X(92)80055-3
59. Kaim, W.; Reinhardt, R.; Sieger, M. Inorg. Chem. 1994, 33, 4453-4459 10.1021/ic00098a009
60. Ogo, S.; Uehara, K.; Abura, T.; Watanabe, Y.; Fukuzumi, S. Organometallics 2004, 23, 3047-3052 10.1021/om034335b