The marriage of peripherally metallated and directly linked porphyrins: Bromidobis(phosphine)platinum(II) as a cation-stabilizing substituent on directly linked and fused triply linked diporphyrins

Chemistry - An Asian Journal

Volumn 8, Issue 11, 2013, Pages 2670-2679

  Hartnell, Regan D ^a   Yoneda, Tomoki ^b   Mori, Hirotaka ^b   Osuka, Atsuhiro ^b   Arnold, Dennis P ^a  

^a QUEENSLAND UNIVERSITY OF TECHNOLOGY   (Australia)

^b KYOTO UNIVERSITY   (Japan)

Author keywords

electrochemistry; NMR spectroscopy; organometallic compounds; platinum; porphyrinoids

Indexed keywords

ELECTROCHEMICAL MEASUREMENTS; ELECTRON-DONATING SUBSTITUENTS; ELECTRONIC ABSORPTION BANDS; ONE-ELECTRON OXIDATION; ORGANOMETALLIC COMPOUNDS; PORPHYRINOIDS; TRIPLY LINKED DIPORPHYRINS; X RAY CRYSTAL STRUCTURES;

ABSORPTION SPECTROSCOPY; DIMERS; ELECTROCHEMISTRY; MONOMERS; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; ORGANOMETALLICS; OXIDATION; PHOSPHORUS COMPOUNDS; PORPHYRINS; POSITIVE IONS;

PLATINUM;

EID: 84887016093     PISSN: 18614728     EISSN: 1861471X     Source Type: Journal    
DOI: 10.1002/asia.201300633     Document Type: Article

References (100)

1. P. J. Brothers, Adv. Organomet. Chem. 2000, 46, 223-321
2. R. Guilard, A. Tabard, E. van Caemelbecke, K. M. Kadish, in The Porphyrin Handbook, Vol. 3 (Eds.:, K. M. Kadish, K. M. Smith, R. Guilard,), Academic Press, San Diego, 2000, pp. 295-346.
3. M. Pawlicki, L. Latos-Grazyński, in Handbook of Porphyrin Science, Vol. 2 (Eds.:, K. M. Kadish, K. M. Smith, R. Guilard,), World Scientific Publishing, Singapore, 2010, pp. 103-192
4. N. Grzegorzek, L. Latos-Grazyński, L. Szterenberg, Org. Biomol. Chem. 2012, 10, 8064-8075
5. M. Toganoh, H. Furuta, in Handbook of Porphyrin Science, Vol. 2 (Eds.:, K. M. Kadish, K. M. Smith, R. Guilard,), World Scientific Publishing, Singapore, 2010, pp. 295-367
6. T. D. Lash, in Handbook of Porphyrin Science, Vol. 16 (Eds.:, K. M. Kadish, K. M. Smith, R. Guilard,), World Scientific Publishing, Singapore, 2010, pp. 1-329
7. T. D. Lash, K. Pokharel, M. Zeller, G. M. Ferrence, Chem. Commun. 2012, 48, 11793-11795
8. T. D. Lash, Org. Lett. 2011, 13, 4632-4635
9. P. Jain, G. M. Ferrence, T. D. Lash, J. Org. Chem. 2010, 75, 6563-6573
10. P. J. Chmielewski, Inorg. Chem. 2009, 48, 432-445
11. P. J. Chmielewski, L. Latos-Grazyński, Coord. Chem. Rev. 2005, 249, 2510-2533
12. T. D. Lash, D. A. Colby, L. F. Szczepura, Inorg. Chem. 2004, 43, 5258-5267
13. T. D. Lash, D. A. Colby, S. R. Graham, G. M. Ferrence, L. F. Szczepura, Inorg. Chem. 2003, 42, 7326-7338
14. M. Pawlicki, I. Kańska, L. Latos-Grazyński, Inorg. Chem. 2007, 46, 6575-6584.
15. K. Naoda, H. Mori, A. Osuka, Chem. Lett. 2013, 42, 22-24
16. T. Tanaka, N. Aratani, A. Osuka, Chem. Asian J. 2012, 7, 889-893
17. K. Naoda, H. Mori, N. Aratani, B. S. Lee, D. Kim, A. Osuka, Angew. Chem. 2012, 124, 9994-9997
18. Angew. Chem. Int. Ed. 2012, 51, 9856-9859
19. T. Tanaka, A. Osuka, Chem. Eur. J. 2012, 18, 7036-7040
20. T. Yoneda, S. Saito, H. Yorimitsu, A. Osuka, Angew. Chem. 2011, 123, 3537-3540
21. Angew. Chem. Int. Ed. 2011, 50, 3475-3478
22. T. Tanaka, T. Sugita, S. Tokuji, S. Saito, A. Osuka, Angew. Chem. 2010, 122, 6769-6771
23. Angew. Chem. Int. Ed. 2010, 49, 6619-6621.
24. S. W. Rhee, Y. H. Na, Y. Do, J. Kim, Inorg. Chim. Acta 2000, 309, 49-56
25. S. W. Rhee, B. B. Park, Y. Do, J. Kim, Polyhedron 2000, 19, 1961-1966
26. A. K. Burrell, W. M. Campbell, G. B. Jameson, D. L. Officer, P. D. W. Boyd, Z. Zhao, P. A. Cocks, K. C. Gordon, Chem. Commun. 1999, 637-638
27. O. Shoji, S. Okada, A. Satake, Y. Kobuke, J. Am. Chem. Soc. 2005, 127, 2201-2210
28. H. J. H. Wang, L. Jaquinod, D. J. Nurco, M. G. H. Vicente, K. M. Smith, Chem. Commun. 2001, 2646-2647
29. K. K. Dailey, T. B. Rauchfuss, Polyhedron 1997, 16, 3129-3138
30. K. K. Dailey, G. P. A. Yap, A. L. Rheingold, T. B. Rauchfuss, Angew. Chem. 1996, 108, 1985-1987
31. Angew. Chem. Int. Ed. Engl. 1996, 35, 1833-1835
32. S. Yamaguchi, H. Shinokubo, A. Osuka, J. Am. Chem. Soc. 2010, 132, 9992-9993.
33. S. Richeter, C. Jeandon, J.-P. Gisselbrecht, R. Ruppert, in Handbook of Porphyrin Science, Vol. 3 (Eds.:, K. M. Kadish, K. M. Smith, R. Guilard,), World Scientific Publishing, Singapore, 2010, pp. 429-483
34. F. Atefi, D. P. Arnold, J. Porphyrins Phthalocyanines 2008, 12, 801-831
35. B. M. J. M. Suijkerbuijk, R. J. M. Klein Gebbink, Angew. Chem. 2008, 120, 7506-7532
36. Angew. Chem. Int. Ed. 2008, 47, 7396-7421.
37. D. P. Arnold, Y. Sakata, K.-i. Sugiura, E. I. Worthington, Chem. Commun. 1998, 2331-2332.
38. D. P. Arnold, P. C. Healy, M. J. Hodgson, M. L. Williams, J. Organomet. Chem. 2000, 607, 41-50
39. M. J. Hodgson, P. C. Healy, M. L. Williams, D. P. Arnold, J. Chem. Soc. Dalton Trans. 2002, 4497-4504
40. R. D. Hartnell, A. J. Edwards, D. P. Arnold, J. Porphyrins Phthalocyanines 2002, 6, 695-707.
41. M. J. Hodgson, V. V. Borovkov, Y. Inoue, D. P. Arnold, J. Organomet. Chem. 2006, 691, 2162-2170.
42. R. D. Hartnell, D. P. Arnold, Eur. J. Inorg. Chem. 2004, 1262-1269
43. R. D. Hartnell, D. P. Arnold, Organometallics 2004, 23, 391-399.
44. S. Anabuki, H. Shinokubo, N. Aratani, A. Osuka, Angew. Chem. 2012, 124, 3228-3231
45. Angew. Chem. Int. Ed. 2012, 51, 3174-3177
46. K. Yoshida, T. Nakashima, S. Yamaguchi, A. Osuka, H. Shinokubo, Dalton Trans. 2011, 40, 8773-8775
47. J. Yamamoto, T. Shimizu, S. Yamaguchi, N. Aratani, H. Shinokubo, A. Osuka, J. Porphyrins Phthalocyanines 2011, 15, 534-538
48. J. Song, N. Aratani, J. H. Heo, D. Kim, H. Shinokubo, A. Osuka, J. Am. Chem. Soc. 2010, 132, 11868-11869
49. K. Yoshida, S. Yamaguchi, A. Osuka, H. Shinokubo, Organometallics 2010, 29, 3997-4000
50. S. Yamaguchi, H. Shinokubo, A. Osuka, Inorg. Chem. 2009, 48, 795-797
51. S. Yamaguchi, T. Katoh, H. Shinokubo, A. Osuka, J. Am. Chem. Soc. 2008, 130, 14440-14441
52. S. Yamaguchi, T. Katoh, H. Shinokubo, A. Osuka, J. Am. Chem. Soc. 2007, 129, 6392-6393.
53. Y. Matano, K. Matsumoto, H. Hayashi, Y. Nakao, T. Kumpulainen, V. Chukharev, N. V. Tkachenko, H. Lemmetyinen, S. Shimizu, N. Kobayashi, D. Sakamaki, A. Ito, K. Tanaka, H. Imahori, J. Am. Chem. Soc. 2012, 134, 1825-1839
54. Y. Matano, K. Matsumoto, Y. Nakao, H. Uno, S. Sakaki, H. Imahori, J. Am. Chem. Soc. 2008, 130, 4588-4589.
55. H. Furuta, N. Kubo, H. Maeda, T. Ishizuka, A. Osuka, H. Nanami, T. Ogawa, Inorg. Chem. 2000, 39, 5424-5425
56. H. Furuta, K. Youfu, H. Maeda, A. Osuka, Angew. Chem. 2003, 115, 2236-2238
57. Angew. Chem. Int. Ed. 2003, 42, 2186-2188
58. P. J. Chmielewski, I. Schmidt, Inorg. Chem. 2004, 43, 1885-1894
59. P. J. Chmielewski, B. Durlej, M. Siczek, L. Szterenberg, Angew. Chem. 2009, 121, 8892-8895
60. Angew. Chem. Int. Ed. 2009, 48, 8736-8739.
61. K. B. Fields, J. V. Ruppel, N. L. Snyder, X. P. Zhang, in Handbook of Porphyrin Science, Vol. 3 (Eds.:, K. M. Kadish, K. M. Smith, R. Guilard,), World Scientific Publishing, Singapore, 2010, pp. 367-427
62. N. N. Sergeeva, M. O. Senge, A. Ryan, in Handbook of Porphyrin Science, Vol. 3 (Eds.:, K. M. Kadish, K. M. Smith, R. Guilard,), World Scientific Publishing, Singapore, 2010, pp. 325-365
63. N. Sugita, S. Hayashi, F. Hino, T. Takanami, J. Org. Chem. 2012, 77, 10488-10497
64. L. J. Esdaile, J. C. McMurtrie, P. Turner, D. P. Arnold, Tetrahedron Lett. 2005, 46, 6931-6935
65. L. J. Esdaile, M. O. Senge, D. P. Arnold, Chem. Commun. 2006, 4192-4194
66. F. Atefi, J. C. McMurtrie, P. Turner, M. Duriska, D. P. Arnold, Inorg. Chem. 2006, 45, 6479-6489
67. O. B. Locos, B. Bašic̈, J. C. McMurtrie, P. Jensen, D. P. Arnold, Chem. Eur. J. 2012, 18, 5574-5588
68. K. Ladomenou, T. Lazarides, M. K. Panda, G. Charalambidis, D. Daphnomili, A. G. Coutsolelos, Inorg. Chem. 2012, 51, 10548-10556
69. M. Y. Jiang, J.-Y. Shin, B. O. Patrick, D. Dolphin, J. Chem. Soc. Dalton Trans. 2008, 19, 2598-2602.
70. N. Aratani, A. Osuka, Bull. Chem. Soc. Jpn. 2001, 74, 1361-1379
71. N. Aratani, A. Tsuda, A. Osuka, Synlett 2001, 1663-1674
72. A. Nakano, A. Osuka, I. Yamazaki, T. Yamazaki, Y. Nishimura, Angew. Chem. 1998, 110, 3172-3176
73. Angew. Chem. Int. Ed. 1998, 37, 3023-3027.
74. A. Osuka, H. Shimidzu, Angew. Chem. 1997, 109, 93-95
75. Angew. Chem. Int. Ed. Engl. 1997, 36, 135-137.
76. A. Tsuda, H. Furuta, A. Osuka, J. Am. Chem. Soc. 2001, 123, 10304-10321.
77. A. Tsuda, A. Osuka, Science 2001, 293, 79-82.
78. N. Yoshida, T. Ishizuka, A. Osuka, D. H. Jeong, H. S. Cho, D. Kim, Y. Matsuzaki, A. Nogami, K. Tanaka, Chem. Eur. J. 2003, 9, 58-75.
79. M. O. Senge, M. Pintea, A. A. Ryan, Z. Naturforsch. B 2011, 66, 0553-0558
80. R. G. Khoury, L. Jaquinod, K. M. Smith, Chem. Commun. 1997, 1057-1058.
81. N. Aratani, A. Osuka, Chem. Commun. 2008, 4067-4069
82. N. Aratani, A. Takagi, Y. Yanagawa, T. Matsumoto, T. Kawai, Z. S. Yoon, D. Kim, A. Osuka, Chem. Eur. J. 2005, 11, 3389-3404.
83. J. Song, N. Aratani, P. Kim, D. Kim, H. Shinokubo, A. Osuka, Angew. Chem. 2010, 122, 3699-3702
84. Angew. Chem. Int. Ed. 2010, 49, 3617-3620.
85. M. O. Senge, Chem. Commun. 2006, 243-256.
86. B. Bašic̈, J. C. McMurtrie, D. P. Arnold, J. Porphyrins Phthalocyanines 2010, 14, 481-493
87. L. J. Esdaile, P. Jensen, J. C. McMurtrie, D. P. Arnold, Angew. Chem. 2007, 119, 2136-2139
88. Angew. Chem. Int. Ed. 2007, 46, 2090-2093.
89. M. J. Hodgson, M.App.Sci. Thesis, Queensland University of Technology (Australia), 2005.
90. D. P. Arnold, G. A. Heath, J. Am. Chem. Soc. 1993, 115, 12197-12198
91. D. P. Arnold, G. A. Heath, D. A. James, J. Porphyrins Phthalocyanines 1999, 3, 5-31
92. G. J. Wilson, D. P. Arnold, J. Phys. Chem. A 2005, 109, 6104-6113.
93. D. Bonifazi, M. Scholl, F. Song, L. Echegoyen, G. Accorsi, N. Armaroli, F. Diederich, Angew. Chem. 2003, 115, 5116-5120
94. Angew. Chem. Int. Ed. 2003, 42, 4966-4970.
95. I. M. Blake, A. Krivokapic, M. Katterle, H. L. Anderson, Chem. Commun. 2002, 1662-1663.
96. P. J. Chmielewski, M. Siczek, L. Szterenberg, Inorg. Chem. 2011, 50, 6719-6736.
97. S. G. DiMagno, V. S. Y. Lin, M. J. Therien, J. Org. Chem. 1993, 58, 5983-5993
98. J. S. Manka, D. S. Lawrence, Tetrahedron Lett. 1989, 30, 6989-6992.
99. W. J. Cherwinski, B. F. G. Johnson, J. Lewis, J. Chem. Soc. Dalton Trans. 1974, 1405-1409.
100. G. Sheldrick, T. Schneider, Methods Enzymol. 1997, 277, 319.