Heterobimetallic Cu-dppf (dppf = 1,1′-Bis(diphenylphosphino) ferrocene) complexes with "click" derived Ligands: A combined structural, electrochemical, spectroelectrochemical, and theoretical study

Organometallics

Volumn 32, Issue 20, 2013, Pages 5834-5842

  Schweinfurth, David ^a   Büttner, Nadin ^a   Hohloch, Stephan ^a   Deibel, Naina ^b   Klein, Johannes ^b   Sarkar, Biprajit ^a  

^a FREIE UNIVERSITÄT BERLIN   (Germany)

^b UNIVERSITY OF STUTTGART   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

BIS(DIPHENYLPHOSPHINO) FERROCENE; ELECTROCHEMICAL STUDIES; HETERODINUCLEAR COMPLEXES; OXIDATION AND REDUCTION; SPECTROELECTROCHEMICAL STUDY; SPECTROSCOPIC PROPERTY; SPECTROSCOPIC SIGNATURES; STRUCTURAL CHARACTERIZATION;

CHELATION; ELECTRON SPIN RESONANCE SPECTROSCOPY; IRON COMPOUNDS; LIGANDS; NITROGEN COMPOUNDS; ORGANOMETALLICS; PYRIDINE; REDUCTION; SPECTROELECTROCHEMISTRY; SYNTHESIS (CHEMICAL);

COPPER COMPOUNDS;

EID: 84887126236     PISSN: 02767333     EISSN: 15206041     Source Type: Journal    
DOI: 10.1021/om400429f     Document Type: Article

References (83)

1. Bandoli, G.; Dolmella, A. Coord. Chem. Rev. 2000, 209, 161
2. Fihri, A.; Meunier, P.; Hierso, J.-C. Coord. Chem. Rev. 2007, 251, 2017
3. Young, D. A.; Chienb, S. W.; Andy Hor, T. S. Dalton Trans. 2012, 41, 12655
4. Femoni, C.; Iapalucci, M. C.; Longoni, G.; Svensson, P. H.; Zanello, P.; Fabrizi de Biani, F. Chem. Eur. J. 2004, 10, 2318
5. Sixt, T.; Sieger, M.; Krafft, M. J.; Bubrin, D.; Fiedler, J.; Kaim, W. Organometallics 2010, 29, 5511
6. Roy, S.; Sarkar, B.; Bubrin, D.; Niemeyer, M.; Zalis, S.; Lahiri, G. K.; Kaim, W. J. Am. Chem. Soc. 2008, 130, 15230
7. Braunstein, P.; Bubrin, D.; Sarkar, B. Inorg. Chem. 2009, 48, 2534
8. Paretzki, A.; Pattacini, R.; Huebner, R.; Braunstein, P.; Sarkar, B. Chem. Commun. 2010, 46, 1497
9. Paretzki, A.; Das, H. S.; Weisser, F.; Scherer, T.; Bubrin, D.; Fiedler, J.; Nycz, J. E.; Sarkar, B. Eur. J. Inorg. Chem. 2011, 2413
10. Rostovtsev, V.; Green, L. G.; Fokin, V. V.; Sharpless, K. B. Angew. Chem., Int. Ed. 2002, 41, 2596
11. Tornoe, C. V.; Christensen, C.; Meldal, M. J. Org. Chem. 2002, 67, 3057
12. Liang, L.; Astruc, D. Coord. Chem. Rev. 2011, 255, 2933
13. Struthers, H.; Mindt, T. L.; Schibli, R. Dalton Trans. 2010, 39, 675
14. Crowley, J. D.; McMorran, D. In Topics in Heterocyclic Chemistry; Kosmrlj, J., Ed.; Springer: Berlin/Heidelberg, Germany, 2012; Vol. 28, p 31.
15. Schweinfurth, D.; Deibel, N.; Weisser, F.; Sarkar, B. Nachr. Chem. 2011, 59, 937
16. Aromi, G.; Barrios, L. A.; Robeau, O.; Gamez, P. Coord. Chem. Rev. 2011, 255, 485
17. Li, Y.; Huffman, J. C.; Flood, A. H. Chem. Commun. 2007, 2692
18. Meudtner, R. M.; Ostermeier, M.; Goddard, R.; Limberg, C.; Hecht, S. Chem. Eur. J. 2007, 13, 9834
19. Fletcher, J. T.; Bumgarner, B. J.; Engels, N. D.; Skoglund, D. A. Organometallics 2008, 27, 5430
20. Yang, W. W.; Wang, L.; Zhong, Y. W.; Yao, Y. Organometallics 2011, 30, 2236
21. Richardson, C.; Fitchett, C. M.; Keene, F. R.; Steel, P. J. Dalton Trans. 2008, 2534
22. Schulze, B.; Friebe, C.; Hager, M. D.; Winter, A.; Hoogenboom, R.; Goerls, H.; Schubert, U. S. Dalton Trans. 2009, 787
23. Happ, B.; Friebe, C.; Winter, A.; Hager, M. D.; Hoogenboom, R.; Schubert, U. S. Chem. Asian. J. 2009, 4, 154
24. Fleischel, O.; Wu, N.; Petitjean, A. Chem. Commun. 2010, 46, 8454
25. Swanick, K. N.; Ladouceur, S.; Zysman-Colman, E.; Ding, Z. Chem. Commun. 2012, 48, 3179
26. Brown, D. G.; Sanguantrakun, N.; Schulze, B.; Schubert, U. S.; Berlinguette, C. P. J. Am. Chem. Soc. 2012, 134, 12354
27. Manbeck, G. F.; Brennessel, W. W.; Eisenberg, R. Inorg. Chem. 2011, 50, 3431
28. Mydlak, M.; Bizzarri, C.; Hartmann, D.; Sarfert, W.; Schmid, G.; De Cola, L. Adv. Funct. Mater. 2010, 20, 1812
29. Gu, S.; Xu, H.; Zhang, N.; Chen, Y. Chem. Asian J. 2010, 5, 1677
30. Cambeiro, X. C.; Pericas, M. A. Adv. Synth. Catal. 2011, 353, 113
31. Lalrempuia, R.; McDaniel, N. D.; Müller-Bunz, H.; Bernhard, S.; Albrecht, M. Angew. Chem., Int. Ed. 2010, 49, 9765
32. Kilpin, K. J.; Paul, U. S. D.; Lee, A.-L.; Crowley, J. D. Chem. Commun. 2011, 47, 328
33. Saravanakumar, R.; Ramkumar, V.; Sankararaman, S. Organometallics 2011, 30, 1689
34. Hua, C.; Vuong, K. Q.; Bhadbhade, M.; Messerle, B. A. Organometallics 2012, 31, 1790
35. Ostermeier, M.; Berlin, M.-A.; Meudtner, R. M.; Demeshko, S.; Meyer, F.; Limberg, C.; Hecht, S. Chem. Eur. J. 2010, 16, 10202
36. Guha, P. M.; Phan, H.; Kinyon, J. S.; Brotherton, W. S.; Sreenath, K.; Simmons, J. T.; Wang, Z.; Clark, R. J.; Dalal, N. S.; Shatruk, M.; Zhu, L. Inorg. Chem. 2012, 51, 3465
37. Crowley, J. D.; Bandeen, P. H. Dalton Trans. 2010, 39, 612
38. Bai, S.-Q.; Leelasubcharoen, S.; Chen, X.; Koh, L. L.; Juo, J.-L.; Hor, T. S. A. Cryst. Growth Des. 2010, 10, 1715
39. Steinmetz, V.; Couty, F.; David, O. R. P. Chem. Commun. 2009, 343
40. Collason, B.; Paul, N. L.; Mest, Y. L.; Reinaud, O. J. Am. Chem. Soc. 2010, 132, 4393
41. Aucagne, V.; Berna, J.; Crowley, J. D.; Goldup, S. M.; Hanni, K. D.; Leigh, D. A.; Lusby, P. J.; Ronaldson, V. E.; Slawin, A. M. Z.; Viterisi, A.; Walker, D. B. J. Am. Chem. Soc. 2007, 129, 11950
42. Clough, M. C.; Zeits, P. D.; Bhuvanesh, N.; Gladysz, J. A. Organometallics 2012, 31, 5231
43. Urankar, D.; Pevec, A.; Kosmrlj, J. Cryst. Growth Des. 2010, 10, 4920
44. Younes, A. H.; Clark, R. J.; Zhu, L. Supramol. Chem. 2012, 24, 696
45. Crowley, J. D.; Gavey, E. L. Dalton Trans. 2010, 39, 4035
46. Scott, S. O.; Gavey, E. L.; Lind, S. L.; Gordon, K. C.; Crowley, J. D. Dalton Trans. 2011, 40, 12117
47. Stevenson, K. A.; Melan, C. F. C.; Fleischel, O.; Wang, R.; Petitjean, A. Cryst. Growth Des. 2012, 12, 5169
48. White, N. G.; Beer, P. D. Supramol. Chem. 2012, 24, 473
49. Schweinfurth, D.; Pattacini, R.; Strobel, S.; Sarkar, B. Dalton Trans. 2009, 9291
50. Schweinfurth, D.; Strobel, S.; Sarkar, B. Inorg. Chim. Acta 2011, 374, 253
51. Hohloch, S.; Su, C.-Y.; Sarkar, B. Eur. J. Inorg. Chem. 2011, 3067
52. Schweinfurth, D.; Weisser, F.; Bubrin, D.; Bogani, L.; Sarkar, B. Inorg. Chem. 2011, 50, 6114
53. Schweinfurth, D.; Demeshko, S.; Khusniyarov, M. M.; Dechert, S.; Gurram, V.; Buchmeiser, M. R.; Meyer, F.; Sarkar, B. Inorg. Chem. 2012, 51, 7592
54. Schweinfurth, D.; Su, C.-Y.; Wei, S.-C.; Braunstein, P.; Sarkar, B. Dalton Trans. 2012, 41, 12984
55. Schweinfurth, D.; Klein, J.; Hohloch, S.; Dechert, S.; Demeshko, S.; Meyer, F.; Sarkar, B. Dalton Trans. 2013, 42, 6944
56. Hohloch, S.; Sarkar, B.; Nauton, L.; Cisnetti, F.; Gautier, A. Tetrahedron Lett. 2013, 54, 1808
57. Hohloch, S.; Scheiffele, D.; Sarkar, B. Eur. J. Inorg. Chem. 2013, 10.1002/ejic.201300150
58. Hohloch, S.; Frey, W.; Su, C.-Y.; Sarkar, B. Dalton Trans. 2013, 42, 11355
59. Schweinfurth, D.; Krzystek, J.; Schapiro, I.; Demeshko, S.; Klein, J.; Telser, J.; Ozarowski, A.; Su, C.-Y.; Meyer, F.; Atanasov, M.; Neese, F.; Sarkar, B. Inorg. Chem. 2013, 52, 6880
60. Diez, J.; Pilar Gamasa, M.; Gimeno, J.; Aguirre, A.; Garcia-Granda, S. Organometallics 1999, 18, 662
61. Guisado-Barrios, G.; Bouffard, J.; Donnadieu, B.; Bertrand, G. Organometallics 2011, 30, 6017
62. Monkowius, U.; Ritter, S.; König, B.; Zabel, M.; Yersin, H. Eur. J. Inorg. Chem. 2007, 29, 4597
63. Green, A. G.; Kiesz, M. D.; Oria, J. V.; Elliot, A. G.; Buechler, A. K.; Hohenberger, J.; Meyer, K.; Zink, J. I.; Diaconescu, P. L. Inorg. Chem. 2013, 52, 5603
64. Gan, K.-S.; Hor, T. S. A. In Ferrocenes: Homogenous Catalysis, Organic Synthesis, Material Science; Hayasi, T.; Togni, A., Eds.; Wiley-VCH: Weinheim, Germany, 1995.
65. Clavier, H.; Nolan, S. P. Chem. Commun. 2010, 46, 841
66. Geary, E. A. M.; Yellowlees, L. J.; Jack, L. A.; Oswald, I. D. H.; Parsons, S.; Hirata, N.; Durrant, J. R.; Robertson, N. Inorg. Chem. 2005, 44, 242
67. Schnödt, J.; Sieger, M.; Sarkar, B.; Fiedler, J.; Munzur, J. S.; Su, C.-Y.; Kaim, W. Z. Anorg. Allg. Chem. 2011, 637, 930
68. Prins, R.; Reinder, F. J. J. Am. Chem. Soc. 1969, 91, 4929
69. Obata, M.; Kitamura, A.; Mori, A.; Kameyama, C.; Czaplewska, J. A.; Tanaka, R.; Kinoshita, I.; Kusumoto, T.; Hashimoto, H.; Harada, M.; Mikata, Y.; Funabiki, T.; Yano, S. Dalton Trans. 2008, 3292
70. Krejcik, M.; Danek, M.; Hartl, F. J. Electroanal. Chem. Interfacial Electrochem. 1991, 317, 179
71. Sheldrick, G. M. SHELXL-97, Program for refinement of crystal structures; University of Göttingen, Göttingen, Germany, 1997.
72. Neese, F. ORCA-an Ab Initio, Density Functional and Semiempirical Program Package, version 2.9.1; Department of molecular theory and spectroscopy, Max Planck Institute for Bioinorganic Chemistry, Mülheim/Ruhr, Germany, January 2012.
73. Becke, A. D. J. Chem. Phys. 1993, 98, 5648
74. Lee, C. T.; Yang, W. T.; Parr, R. G. Phys. Rev. B 1988, 37, 785
75. Weigend, F.; Ahlrichs, R. Phys. Chem. Chem. Phys. 2005, 7, 3297
76. Baerends, E. J.; Ellis, D. E.; Ros, P. Chem. Phys. 1973, 2, 41
77. Dunlap, B. I.; Connolly, J. W. D.; Sabin, J. R. J. Chem. Phys. 1979, 71, 3396
78. Vahtras, O.; Almlof, J.; Feyereisen, M. W. Chem. Phys. Lett. 1993, 213, 514
79. Eichkorn, K.; Greutler, O. T.; Ohm, H.; Haser, M.; Ahlrichs, R. Chem. Phys. Lett. 1995, 242, 652
80. Eichkorn, K.; Weigend, F.; Treutler, O.; Ahlreichs, R. Theor. Chem. Acc. 1997, 97, 119
81. Löwdin, P. O. J. Chem. Phys. 1950, 18, 365
82. Löwdin, P. O. Adv. Quantum Chem. 1970, 5, 185
83. Portmann, S. Molekel, version 5.4.0.8; CSCS/UNI, Geneva, Switzerland, 2009.