Long-range metal-metal coupling in transition-metal 5,10,15,20- tetraferrocenylporphyrins

New Journal of Chemistry

Volumn 35, Issue 7, 2011, Pages 1440-1448

  Rohde, Gregory T ^a   Sabin, Jared R ^a   Barrett, Christopher D ^a   Nemykin, Victor N ^a  

^a UNIVERSITY OF MINNESOTA DULUTH   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

5,10,15,20 TETRAFERROCENYLPORPHYRIN DERIVATIVE; COBALT; CUPRIC ION; ELECTROLYTE; FERROCENE DERIVATIVE; IRON; METAL COMPLEX; NICKEL; OXYGEN; PORPHYRIN DERIVATIVE; TRANSITION ELEMENT; UNCLASSIFIED DRUG; ZINC ION;

ARTICLE; CROSS COUPLING REACTION; ELECTROCHEMICAL ANALYSIS; ION TRANSPORT; OXIDATION; OXIDATION REDUCTION REACTION; POLARIZATION; PRIORITY JOURNAL; STEREOCHEMISTRY; SUBSTITUTION REACTION; SURFACE CHARGE;

EID: 79958169964     PISSN: 11440546     EISSN: 13699261     Source Type: Journal    
DOI: 10.1039/c1nj20145j     Document Type: Article

References (102)

1. (a) J. R. Heath and M. A. Ratner, Phys. Today, 2003, 56, 43;
2. (b) J. Chen, T. Lee, J. Su, W. Wang and M. A. Reed, Encycl. Nanosci. Nanotechnol., 2004, 5, 633;
3. (c) J. Weiss, Coord. Chem. Rev., 2010, 254, 2247;
4. (d) Nano and Molecular Electronics Handbook, ed. S. E. Lyshevski, CRC Press, New York, 2007, p. 912;
5. (e) H. Bayley, Nature, 2010, 467, 164;
6. (f) F. Giacalone and N. Martin, Adv. Mater., 2010, 22, 4220;
7. (g) M. Jurow, A. E. Schuckman, J. D. Batteas and C. M. Drain, Coord. Chem. Rev., 2010, 254, 2297;
8. (h) A. Chung, J. Deen, J.-S. Lee and M. Meyyappan, Nanotechnology, 2010, 21, 412001;
9. (i) R. V. Belosludov, A. A. Farajian, H. Baba, H. Mizuseki and Y. Kawazoe, Jpn. J. Appl. Phys., Part 1, 2005, 44, 2823;
10. (j) R. V. Belosludov, A. A. Farajian, Y. Kikuchi, H. Mizuseki and Y. Kawazoe, Comput.Mater. Sci., 2006, 36, 130;
11. (k) S. U. Lee, R. V. Belosludov, H. Mizuseki and Y. Kawazoe, J. Phys. Chem. C, 2007, 111, 15397;
12. (l) S. U. Lee, R. V. Belosludov, H. Mizuseki and Y. Kawazoe, Small, 2008, 4, 962.
13. (a) W. Kaim and G. K. Lahiri, Angew. Chem., Int. Ed., 2007, 46, 1778;
14. (b) W. Kaim and B. Sarkar, Coord. Chem. Rev., 2007, 251, 584;
15. (c)M. H. Chisholm and N. J. Patmore, Acc. Chem. Res., 2007, 40, 19;
16. (d) B. Fabre, Acc. Chem. Res., 2010, 43, 1509;
17. (e) H. Mizuseki, R. V. Belosludov, T. Uehara, S. U. Lee and Y. Kawazoe, J. Korean Phys. Soc., 2008, 52, 1197;
18. (f) T. Uehara, R. V. Belosludov, A. A. Farajian, H. Mizuseki and Y. Kawazoe, Jpn. J. Appl. Phys., Part 1, 2006, 45, 3768;
19. (g) C. R. Arumainayagam, H.-L. Lee, R. B. Nelson, D. R. Haines and R. P. Gunawardane, Surf. Sci. Rep., 2010, 65, 1.
20. (a) Z. Jin, K. Nolan, C. R. McArthur, A. B. P. Lever and C. C. Leznoff, J. Organomet. Chem., 1994, 468, 205;
21. (b) K.-W. Poon, Y. Yan, X. Y. Li and D. K. P. Ng, Organometallics, 1999, 18, 3528;
22. (c) U. Salan, A. Altindal, M. Bulut and O. Bekaroglu, J. Porphyrins Phthalocyanines, 2006, 10, 1263;
23. (d) V. N. Nemykin and E. A. Lukyanets, in Handbook of Porphyrin Science, ed. K. M. Kadish, K. M. Smith and R. Guilard, World Scientific, Singapore, 2010, vol. 3, pp. 1-323;
24. (e) V. N. Nemykin and E. A. Lukyanets, ARKIVOC, 2010, (i), 136.
25. (a) V. N. Nemykin and N. Kobayashi, Chem. Commun., 2001, 165;
26. (b) E. A. Lukyanets and V. N. Nemykin, J. Porphyrins Phthalocyanines, 2010, 14, 1.
27. (a) D. T. Gryko, J. Piechowska, J. S. Jaworski, M. Galezowski, M. Tasior, M. Cembor and H. Butenschoen, New J. Chem., 2007, 31, 1613;
28. (b) S. Venkatraman, R. Kumar, J. Sankar, T. K. Chandrashekar, K. Sendhil, C. Vijayan, A. Kelling and M. O. Senge, Chem.-Eur. J., 2004, 10, 1423.
29. (a) C. Bucher, C. H. Devillers, J.-C. Moutet, G. Royal and E. Saint-Aman, Coord. Chem. Rev., 2009, 253, 21;
30. (b) N. M. Loim, N. V. Abramova and V. I. Sokolov, Mendeleev Commun., 1996, 46;
31. (c) A. K. Burrell, W. M. Campbell, G. B. Jameson, D. L. Officer, P. D. W. Boyd, Z. Zhao, P. A. Cocks and K. C. Gordon, Chem. Commun., 1999, 637;
32. (d) S. J. Narayanan, S. Venkatraman, S. R. Dey, B. Sridevi, V. R. G. Anand and T. K. Chandrashekar, Synlett, 2000, 1834;
33. (e) S. W. Rhee, Y. H. Na, Y. Do and J. Kim, Inorg. Chim. Acta, 2000, 309, 49;
34. (f) O. Shoji, S. Okada, A. Satake and Y. Kobuke, J. Am. Chem. Soc., 2005, 127, 2201;
35. (g) O. Shoji, H. Tanaka, T. Kawai and Y. Kobuke, J. Am. Chem. Soc., 2005, 127, 8598;
36. (h) A. Auger and J. C. Swarts, Organometallics, 2007, 26, 102;
37. (i) M. Kubo, Y. Mori, M. Otani, M. Murakami, Y. Ishibashi, M. Yasuda, K. Hosomizu, H. Miyasaka, H. Imahori and S. Nakashima, J. Phys. Chem. A, 2007, 111, 5136;
38. (j) V. N. Nemykin, C. D. Barrett, R. G. Hadt, R. I. Subbotin, A. Y. Maximov, E. V. Polshin and A. Y. Koposov, Dalton Trans., 2007, 3378;
39. (k) J. Rochford, A. D. Rooney and M. T. Pryce, Inorg. Chem., 2007, 46, 7247;
40. (l) V. N. Nemykin, P. Galloni, B. Floris, C. D. Barrett, R. G. Hadt, R. I. Subbotin, A. G. Marrani, R. Zanoni and N. M. Loim, Dalton Trans., 2008, 4233;
41. (m) V. N. Nemykin, G. T. Rohde, C. D. Barrett, R. G. Hadt, C. Bizzarri, P. Galloni, B. Floris, I. Nowik, R. H. Herber, A. G. Marrani, R. Zanoni and N. M. Loim, J. Am. Chem. Soc., 2009, 131, 14969;
42. (n) P. Galloni, B. Floris, L. de Cola, E. Cecchetto and R. M. Williams, J. Phys. Chem. C, 2007, 111, 1517;
43. (o) V. N. Nemykin, G. T. Rohde, C. D. Barrett, R. G. Hadt, J. R. Sabin, G. Reina, P. Galloni and B. Floris, Inorg. Chem., 2010, 49, 7497;
44. (p) V. N. Nemykin and R. G. Hadt, J. Phys. Chem. A, 2010, 114, 12062.
45. (a) A. K. Burrell, W. Campbell and D. L. Officer, Tetrahedron Lett., 1997, 38, 1249;
46. (b) A. K. Burrell, W. M. Campbell, D. L. Officer, S. M. Scott, K. C. Gordon and M. R. McDonald, J. Chem. Soc., Dalton Trans., 1999, 3349;
47. (c) L. Jiao, B. H. Courtney, F. R. Fronczek and K. M. Smith, Tetrahedron Lett., 2006, 47, 501;
48. (d) H. J. H. Wang, L. Jaquinod, M. M. Olmstead, M. G. H. Vicente, K. M. Kadish, Z. Ou and K. M. Smith, Inorg. Chem., 2007, 46, 2898;
49. (e) D. T. Gryko, F. Zhao, A. A. Yasseri, K. M. Roth, D. F. Bocian, W. G. Kuhr and J. S. Lindsey, J. Org. Chem., 2000, 65, 7356;
50. (f) E. S. Schmidt, T. S. Calderwood and T. C. Bruice, Inorg. Chem., 1986, 25, 3718;
51. (g) K.-L. Cheng, H.-W. Li and D. K. P. Ng, J. Organomet. Chem., 2004, 689, 1593;
52. (h) R. Giasson, E. J. Lee, X. Zbao and M. S. Wrighton, J. Phys. Chem., 1993, 97, 2596;
53. (i) T. Muraoka, K. Kinbara and T. Aida, Nature, 2006, 440, 512.
54. (a) G. B. Maiya, J. M. Barbe and K. M. Kadish, Inorg. Chem., 1989, 28, 2524;
55. (b) P. V. Solntsev, J. R. Sabin, S. J. Dammer, N. N. Gerasimchuk and V. N. Nemykin, Chem. Commun., 2010, 46, 6581.
56. (a) J. S. Miller and A. J. Epstein, Angew. Chem., Int. Ed. Engl., 1994, 33, 385;
57. (b) A. J. Epstein and J. S. Miller, Synth. Met., 1996, 80, 231;
58. (c) S. Barlow, Inorg. Chem., 2001, 40, 7047;
59. (d) S. Barlow and D. O'Hare, Chem. Rev., 1997, 97, 637;
60. (e) W. Kaim and B. Sarkar, Coord. Chem. Rev., 2007, 251, 584;
61. (f) Ferrocenes: Ligands, Materials and Biomolecules, ed. P. Stepnicka, John Wiley & Sons Ltd., Chichester, England, 2008, p. 655;
62. (g) F. Ding, H. Wang, Q. Wu, T. Van Voorhis, S. Chen and J. P. Konopelski, J. Phys. Chem. A, 2010, 114, 6039;
63. (h) R. G. Hadt and V. N. Nemykin, Inorg. Chem., 2009, 48, 3982;
64. (i) S. Santi, C. Durante, A. Donoli, A. Bisello, L. Orian, A. Ceccon, L. Crociani and F. Benetollo, Organometallics, 2009, 28, 3319;
65. (j) T. Y. Dong, D. N. Hendrickson, K. Iwai, M. J. Cohn, S. J. Geib, A. L. Rheingold, H. Sano, I. Motoyama and S. Nakashima, J. Am. Chem. Soc., 1985, 107, 7996;
66. (k) J. A. Kramer, F. H. Herbstein and D. N. Hendrickson, J. Am. Chem. Soc., 1980, 102, 2293;
67. (l) S. C. Jones, S. Barlow and D. O'Hare, Chem.-Eur. J., 2005, 11, 4473.
68. (a) K. Venkatasubbaiah, A. Doshi, I. Nowik, R. H. Herber, A. L. Rheingold and F. Jakle, Chem.-Eur. J., 2008, 14, 444;
69. (b) K. Venkatasubbaiah, I. Nowik, R. H. Herber and F. Jaekle, Chem. Commun., 2007, 2154.
70. (a) C. Patoux, C. Coudret, J.-P. Launay, C. Joachim and A. Gourdon, Inorg. Chem., 1997, 36, 5037;
71. (b) A.-C. Ribou, J.-P. Launay, M. L. Sachtleben, H. Li and C. W. Spangler, Inorg. Chem., 1996, 35, 3735;
72. (c) M. J. Cohn, M. D. Timken and D. N. Hendrickson, J. Am. Chem. Soc., 1984, 106, 6683;
73. (d) B. M. J. M. Suijkerbuijk and R. J. M. K. Gebbink, Angew. Chem., Int. Ed., 2008, 47, 7396;
74. (e) P. V. Solntsev, S. V. Dudkin, J. R. Sabin and V. N. Nemykin, Organometallics, 2011, submitted.
75. M. B. Robin and P. Day, Adv. Inorg. Chem. Radiochem., 1967, 10, 247.
76. F. Barriere and W. E. Geiger, J. Am. Chem. Soc., 2006, 128, 3980.
77. (a) W. E. Geiger and N. G. Connelly, Adv. Organomet. Chem., 1985, 24, 87;
78. (b) W. E. Geiger, Organometallics, 2011, 30, 28;
79. (c) W. E. Geiger and F. Barriere, Acc. Chem. Res., 2010, 43, 1030;
80. (d) M. P. Stewart, R. Butterick III, L. G. Sneddon, Y. Matsuo and W. E. Geiger, Inorg. Chim. Acta, 2010, 364, 251.
81. (a) D. D'Alessandro and R. Keene, Chem. Soc. Rev., 2006, 35, 424;
82. (b) D. M. D'Alessandro and F. R. Keene, Dalton Trans., 2004, 3950.
83. (a) G. E. Southard and M. D. Curtis, Organometallics, 2001, 20, 508;
84. (b) T. M. Figueira-Duarte, V. Lloveras, J. Vidal-Gancedo, A. Gegout, B. Delavaux-Nicot, R. Welter, J. Veciana, C. Rovira and J.-F. Nierengarten, Chem. Commun., 2007, 4345;
85. (c) S. Santi, L. Orian, C. Durante, E. Z. Bencze, A. Bisello, A. Donoli, A. Ceccon, F. Benetollo and L. Crociani, Chem.-Eur. J., 2007, 13, 7933;
86. (d) J. Jiao, G. J. Long, L. Rebbouh, F. Grandjean, A. M. Beatty and T. P. Fehlner, J. Am. Chem. Soc., 2005, 127, 17819;
87. (e) A. K. Diallo, C. Absalon, J. Ruiz and D. Astruc, J. Am. Chem. Soc., 2011, 133, 629;
88. (f) Y. Ochi, M. Suzuki, T. Imaoka, M. Murata, H. Nishihara, Y. Einaga and K. Yamamoto, J. Am. Chem. Soc., 2010, 132, 5061;
89. (g) D. A. Boyd, Z. Cao, Y. Song, T.-W. Wang, P. E. Fanwick, R. J. Crutchley and T. Ren, Inorg. Chem., 2010, 49, 11525;
90. (h) G.-L. Xu, R. J. Crutchley, M. C. DeRosa, Q.-J. Pan, H.-X. Zhang, X. Wang and T. Ren, J. Am. Chem. Soc., 2005, 127, 13354.
91. K. M. Kadish, Prog. Inorg. Chem., 1986, 34, 435.
92. M. Castagnola, B. Floris, G. Illuminati and G. Ortaggi, J. Organomet. Chem., 1973, 60, C17.
93. (a) C. Creutz, Prog. Inorg. Chem., 1983, 30, 1;
94. (b) N.S. Hush, Prog. Inorg. Chem., 1967, 8, 391.
95. (a) S. B. Piepho, E. R. Krausz and P. N. Schatz, J. Am. Chem. Soc., 1978, 100, 2996;
96. (b) K. Y. Wong and P. N. Schatz, Prog. Inorg. Chem., 1981, 28, 369;
97. (c) C. Creutz and H. Taube, J. Am. Chem. Soc., 1969, 91, 3988;
98. (d) S. B. Piepho, J. Am. Chem. Soc., 1988, 110, 6319;
99. (e) A. B. P. Lever, Inorganic Electronic Spectroscopy, Elsevier, Amsterdam, 2nd edn, 1984, p. 612.
100. (a) N. V. Kondratenko, I. N. Tretyakova, E. A. Luk'yanets, S. V. Volkov, R. K. Orlova, V. N. Nemykin and L. M. Yagupolskii, Dyes Pigm., 1999, 41, 101;
101. (b) N. V. Kondratenko, V. N. Nemykin, E. A. Lukyanets, N. A. Kostromina, S. V. Volkov and L. M. Yagupolskii, J. Porphyrins Phthalocyanines, 1997, 1, 341;
102. (c) M. Hanack, R. Polley, S. Knecht and U. Schlick, Inorg. Chem., 1995, 34, 3621.