'Click' synthesis and redox properties of triazolyl cobalticinium dendrimers

Inorganic Chemistry

Volumn 52, Issue 11, 2013, Pages 6685-6693

  Rapakousiou, Amalia ^a   Wang, Yanlan ^a   Belin, Colette ^a   Pinaud, Noël ^a   Ruiz, Jaime ^a   Astruc, Didier ^a  

^a INSTITUT DES SCIENCES MOLÉCULAIRES   (France)

Author keywords

[No Author keywords available]

Indexed keywords

COBALT; DENDRIMER; ORGANOMETALLIC COMPOUND; TRIAZOLE DERIVATIVE;

ARTICLE; CHEMICAL STRUCTURE; CHEMISTRY; OXIDATION REDUCTION REACTION; SYNTHESIS;

COBALT; DENDRIMERS; MOLECULAR STRUCTURE; ORGANOMETALLIC COMPOUNDS; OXIDATION-REDUCTION; TRIAZOLES;

EID: 84878633333     PISSN: 00201669     EISSN: 1520510X     Source Type: Journal    
DOI: 10.1021/ic400747y     Document Type: Article

References (103)

1. Wilkinson, G. J. Am. Chem. Soc. 1952, 74, 6148-6149
2. Wilkinson, G.; Pauson, P. L.; Cotton, F. A. J. Am. Chem. Soc. 1954, 76, 1970-1974
3. Sheats, J. E.; Rausch, M. D. J. Org. Chem. 1970, 35, 3245-3249
4. Sheats, E. J. Organomet. Chem. Libr. 1979, 7, 461-521
5. Kemmit, R. D. W.; Russell, D. R. In Comprehensive Organometallic Chemistry; Pergamon Press: Oxford, U.K., 1982; Vol 5, Chapter 34.4.5.1, pp 244-248.
6. Connelly, N. J.; Geiger, W. E. Chem. Rev. 1966, 96, 877-910
7. Geiger, W. E. Organometallics 2007, 26, 5738-5765
8. Geiger, W. E. J. Am. Chem. Soc. 1974, 96, 2632-2634
9. Geiger, W. E.; Bowden, W. L.; El Murr, N. Inorg. Chem. 1979, 18, 2358-2361
10. Astruc, D. Nat. Chem. 2012, 4, 255-267
11. Beer, D. P.; Hesek, D.; Hodacova, J.; Stokes, S. E. J. Chem. Soc., Chem. Commun. 1992, 270-272
12. Beer, D. P.; Chen, Z.; Goulden, A. J.; Graydon, A.; Stokes, S. E.; Wear, T. J. Chem. Soc., Chem. Commun. 1993, 1834-1836
13. Beer, D. P.; Drew, M. G. B.; Hesek, D.; Jagessar, R. J. Chem. Soc., Chem. Commun. 1995, 1187-1188
14. Losada, J.; Armada, M. P. G.; Zamora, M.; Alonso, B.; Cuadrado, I.; Casado, C. M. Bioelectrochemistry 2006, 69, 65-73
15. Abruña, H. D. Coord. Chem. Rev. 1988, 86, 135-189
16. Nishihara, H.; Noguchi, M.; Aramaki, K. Inorg. Chem. 1987, 26, 2862-2869
17. Nishihara, H.; Asai, H.; Aramaki, K. J. Chem. Soc., Faraday Trans. 1991, 87, 1771-1777
18. Astruc, D. Electron-Transfer and Radical Processes in Transition-Metal Chemistry; VCH: New York, 1995; Chapter 7.
19. Mayer, U. F. J.; Charmant, J. P. H.; Rae, J.; Manners, I. Organometallics 2008, 27, 1524-1533
20. Mayer, U. F. J.; Gilroy, J. B.; O'Hare, D.; Manners, I. J. Am. Chem. Soc. 2009, 131, 10382-10383
21. Qiu, H.; Gilry, J. B.; Manners, I. Chem. Commun. 2013, 49, 42-44
22. Ito, T.; Kenjo, T. Bull. Soc. Chem. Jpn. 1968, 41, 614-619
23. Pittman, C. U.; Ayers, O. E.; McManus, S. P.; Sheats, J. E.; Whitten, C. E. Macromolecules 1971, 4, 360-362
24. Casado, C. M.; Lobete, F.; Alonso, B.; Gonzalez, B.; Losada, J.; Amadr, U. Organometallics 1999, 18, 4960-4969
25. Masakazu, K.; Ikuyoshi, T. Nippon Kagakkai Koen Yokoshu 2003, 83, 805
26. Kondo, M.; Hayakawa, Y.; Miyazawa, M.; Oyama, A.; Unoura, K.; Kawaguchi, H.; Naito, T.; Maeda, K.; Uchida, F. Inorg. Chem. 2004, 43, 5801-5803
27. Ren, L. X.; Hardy, C. G.; Tang, C. B. J. Am. Chem. Soc. 2010, 132 (26) 8874-8876
28. Ren, L. X.; Hardy, C. G.; Tang, S. F.; Doxie, D. B.; Hamidi, N.; Tang, C. B. Macromolecules 2010, 43, 9304-9310
29. Zhang, J. Y.; Ren, L. X.; Hardy, C. G.; Tang, C. Macromolecules 2012, 45, 6857-6863
30. Ren, L. X.; Zhang, J. Y.; Hardy, C. G.; Ma, S. G.; C. B. Tang, C. B. Macromol. Commun. 2012, 33, 510-516
31. Ren, L. X.; Zhang, J. Y.; Bai, X. L.; Hardy, C. G.; Shimizu, K. D.; Tang, C. B. Chem. Sci. 2012, 3, 580-583
32. Newkome, G. R.; Moorefield, C. N.; Vogtle, F. Dendrons and Dendrimers. Concepts, Synthesis and Applications; Wiley-VCH: Weinheim, Germany, 2001.
33. Oosterom, G. E.; Reek, J. N. H.; Kamer, P. C. J.; van Leeuwen, P.W. N.M. Angew. Chem., Int. Ed. 2001, 40, 1828-1849
34. Astruc, D.; Chardac, F. Chem. Rev. 2001, 101, 2991-3024
35. Kreiter, R.; Kleij, A. W.; Klein Gebbink, R. J. M.; van Koten, G. Dendrimers IV: Metal Coordination, Self Assembly, Catalysis. In Topics in Current Chemistry; Springer-Verlag: Berlin, Germany.
36. Vögtle, F.; Schalley, C. A., Eds.; Dendrimers and other Dendritic Polymers; Springer-Verlag: Berlin, Germany, 2001; Vol. 217, p 163.
37. Tomalia, D.; Frechet, J. M. J., Eds.; Dendrimers and Nanosciences; Wiley-VCH: New York, 2002.
38. Astruc, D., Ed.; Elsevier: Paris, C. R. Chim. 2003, 6, 709-1208.
39. van Heerbeeck, R.; Kamer, P. C. J.; van Leeuwen, P. W. N. M.; Reek, J. N. H. Chem. Rev. 2002, 102, 3717-3756
40. Astruc, D.; Heuze, K.; Gatard, S.; Méry, D.; Nlate, S. Adv. Syn. Catal. 2005, 347, 329-338
41. Liang, C.; Fréchet, J. M. J. Prog. Polym. Sci. 2005, 30, 385-402
42. Scott, R.W. J.; Wilson, O. M.; Crooks, R. M. J. Phys.Chem. B 2005, 109, 692-704
43. Méry, D.; Astruc, D. Coord. Chem. Rev. 2006, 250, 1965-1979
44. de Jesus, E.; Flores, J. C. Ind. Eng. Chem. Res. 2008, 47, 7968-7981
45. Astruc, D.; Boisselier, E.; Ornelas, C. Chem. Rev. 2010, 110, 1857-1959
46. Caminade, A.-M.; Turin, C.-O.; Laurent, R.; Ouali, A.; Delavaux-Nicot, B. Dendrimers. Towards Catalytic, Material and Biomedical Uses; Wiley: Weinheim, Germany, 2011.
47. Campana, S.; Ceroni, P.; Punteriero, F. Designing Dendrimers; Wiley: New York, 2012.
48. Newkome, G. R.; Moorefield, C. N.; Vogtle, F. Dendrimers and Dendrons, Syntheses, Concepts, Applications; Wiley-VCH: Weinheim, Germany, 2001.
49. Newkome, G. R.; Moorefield, C. N. Chem. Rev. 1999, 99, 1689-1746
50. Newkome, G. R.; Shreiner, C. Chem. Rev. 2010, 110, 6338-6442
51. Hwang, S. H.; Shreiner, C. D.; Moorefield, S. N.; Newkome, G. R. New J. Chem. 2007, 31, 1192-1217
52. Casado, C. M.; Cuadrado, I.; Moran, M.; Alonso, B.; Garcia, B.; Gonzales, B.; Losada, J. Coord. Chem. Rev. 1999, 185-6, 53-79
53. Ruiz, J.; Lafuente, G.; Marcen, S.; Ornelas, C.; Lazare, S.; Cloutet, E.; Blais, J.-C.; Astruc, D. J. Am. Chem. Soc. 2003, 125, 7250-7257
54. Ornelas, C.; Ruiz, J.; Belin, C.; Astruc, D. J. Am. Chem. Soc. 2009, 131, 590-601
55. Alonso, E.; Valerio, C.; Ruiz, J.; Astruc, D. New. J. Chem. 1997, 21, 1139-1141
56. Valério, C.; Ruiz, J.; Fillaut, J.-L.; Astruc, D. C. R. Acad. Sci., 1999, 2, Sér. II c, 79-83.
57. Takada, K.; Diaz, D. J.; Abruña, H. D.; Cuadrado, I.; Gonzalez, B.; Casado, C. M.; Alonso, B.; Moran, M.; Losada, J. Chem.-Eur. J. 2001, 7, 1109-1117
58. Sobransingh, D.; Kaifer, A. E. Langmuir 2006, 22, 10540-10544
59. Ornelas, C.; Ruiz, J.; Astruc, D. Organometallics 2009, 28, 2716-2723
60. Kolb, H. C.; Finn, M. G.; Sharpless, K. B. Angew. Chem., Int. Ed. 2001, 40, 2004-2021
61. Rostovtsev, V. V.; Green, L. G.; Fokin, V. V.; Sharpless, K. B. Angew. Chem., Int. Ed. 2002, 41, 2596-2599
62. Tornøe, C. W.; Christensen, C.; Meldal, M. J. Org. Chem. 2002, 67, 3057-3064
63. Bock, V. D.; Hiemstra, H.; van Maarseveen, J. H. Eur. J. Org. Chem. 2005, 51-68
64. Franc, G.; Kakkar, A. Chem. Commun. 2008, 5267-5276
65. Meldal, M.; Tornøe, C. W. Chem. Rev. 2008, 108, 2952-3015
66. Hein, J. E.; Fokin, V. V. Chem. Soc. Rev. 2010, 39, 1302-1315
67. Liang, L.; Astruc, D. Coord. Chem. Rev. 2011, 255, 2933-2945
68. Astruc, D.; Liang, L.; Rapakousiou, A.; Ruiz, J. Acc. Chem. Res. 2011, 45, 630-640
69. Ornelas, C.; Cloutet, E.; Alves, S.; Astruc, D. Angew Chem., Int. Ed. 2007, 46, 872-877
70. Djeda, R.; Rapakousiou, A.; Liang, L.; Guidolin, N.; Ruiz, J.; Astruc, D. Angew Chem., Int. Ed. 2010, 49, 8152-8156
71. Diallo, A. K.; Ornelas, C.; Salmon, L.; Ruiz, J.; Astruc, D. Angew. Chem., Int. Ed. 2007, 46, 8644-8648
72. Ornelas, C.; Ruiz, J.; Salmon, L.; Astruc, D. Adv. Syn. Catal. 2008, 350, 837-845
73. Astruc, D. Tetrahedron Asymmetry 2010, 21, 1041-1054
74. Boisselier, E.; Diallo, A. K.; Salmon, L.; Ornelas, C.; Ruiz, J.; Astruc, D. J. Am. Chem. Soc. 2010, 132, 2729-2742
75. Diallo, A. K.; Menuel, S.; Monflier, E.; Ruiz, J.; Astruc, D. Tetrahedron Lett. 2010, 51, 4617-4619
76. Rapakousiou, A.; Mouche, C.; Duttine, M.; Ruiz, J.; Astruc, D. Eur. J. Inorg. Chem. 2012, 31, 5071-5077
77. Newkome, G. R.; Yao, Z.; Baker, G. R.; Gupta, V. K. J. Org. Chem. 1985, 50, 2003-2004
78. Newkome, G. R. Pure Appl. Chem. 1998, 70, 2337-2343
79. Narayanan, V. V.; Newkome, G. R. Top. Curr. Chem. 1998, 197, 19-33
80. Newkome, G. R.; Schreiner, C. D. Chem. Rev. 2010, 110, 6338-6442
81. Valério, C.; Fillaut, J.-L.; Ruiz, J.; Guittard, J.; Blais, J.-C.; Astruc, D. J. Am. Chem. Soc. 1997, 119, 2588-2589
82. Valério, C.; Alonso, E.; Ruiz, J.; Blais, J.-C.; Astruc, D. Angew. Chem., Int. Ed. Engl. 1999, 38, 1747-1751
83. Sartor, V.; Djakovitch, L.; Fillaut, J.-L.; Moulines, F.; Neveu, F.; Marvaud, V.; Guittard, J.; Blais, J.-C.; Astruc, D. J. Am. Chem. Soc. 1999, 121, 2929-2930
84. Ruiz, J.; Lafuente, G.; Marcen, S.; Ornelas, C.; Lazare, S.; Cloutet, E.; Blais, J.-C.; Astruc, D. J. Am. Chem. Soc. 2003, 125, 7250-7257
85. Wildschek, M.; Rieker, C.; Jaitner, P.; Schottenberger, H.; Schwarzhans, K. E. J. Organomet. Chem. 1990, 396, 355-361
86. Huisgen, R. Angew. Chem., Int. Ed. 1963, 2, 565-598
87. Huisgen, R. In 1,3-Dipolar Cycloaddition Chemistry; Padwa, A., Ed.; John Wiley: New York, 1984; pp 1-176.
88. Howell, S. J.; Spencer, N.; Philip, D. Tetrahedron 2001, 57, 4945-4954
89. Liang, L.; Ruiz, J.; Astruc, D. Adv. Syn. Catal 2011, 353, 3434-3450
90. Zhao, P.; Grillaud, M.; Salmon, L.; Ruiz, J.; Astruc, D. Adv. Syn. Catal. 2012, 354, 1001-1011
91. Ruiz, J.; Astruc, D. C. R. Acad. Sci. 1998, t. 1, Sér. IIc, 21-27.
92. Flanagan, J. B.; Margel, S.; Bard, A. J. Am. Chem. Soc. 1978, 100, 4248-4253
93. Sutton, J. E.; Sutton, P. M.; Taube, H. Inorg. Chem. 1979, 18, 1017-1024
94. Richardson, D. E.; Taube, H. Coord. Chem. Rev. 1984, 60, 107-129
95. Barrière, F.; Geiger, W. E. Acc. Chem. Res. 2010, 43, 1030-1039
96. Gorman, C. B.; Smith, B. L.; Parkhurst, H.; Sierputowska-Gracz, H.; Haney, C. A. J. Am. Chem. Soc. 1999, 121, 9958-9966
97. Amatore, C.; Bouret, Y.; Maisonhaute, E.; Goldsmith, J. I.; Abruna, H. D. Chem.-Eur. J. 2001, 7, 2206-2226
98. Ammeter, J. H.; Ostwald, N.; Bucher, R. Helv. Chim. Acta 1975, 58, 671-682
99. Ammeter, J. H. J. Magn. Reson. 1978, 30, 299-325
100. Astruc, D.; Heuze, K.; Gatard, S.; Méry, D.; Nlate, S.; Plault, L. Adv. Syn. Catal. 2005, 347, 329-338
101. Ornelas, C.; Ruiz, J.; Salmon, L.; Astruc, D. Adv. Syn. Catal. 2008, 350, 837-845
102. Moinet, C.; Román, E.; Astruc, D. J. Electroanal. Chem. Interfacial Electrochem. 1981, 121, 241-246
103. Green, J. C.; Kelly, M. R.; Payne, M. P.; Seddon, E. A.; Astruc, D.; Hamon, J.-R.; Michaud, P. Organometallics 1983, 2, 211-218