1,10-phenanthroline analogue pyridazine-based n-heterocyclic carbene ligands

Organometallics

Volumn 31, Issue 2, 2012, Pages 739-747

  Gierz, Verena ^a   Cilia Maichle Mössmer, Cä ^a   Kunz, Doris ^a  

^a UNIVERSITY OF TÜBINGEN   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

1 ,10-PHENANTHROLINE; 2 ,2-BIPYRIDINE; BINDING MODES; BIS-CARBENE; BRIDGING COORDINATION MODE; CARBENE COMPLEXES; CARBENE LIGANDS; CARBENES; COORDINATION PROPERTIES; FORMYLATION; FOUR-STEP SYNTHESIS; GOLD COMPLEXES; IN-SITU; N-HETEROCYCLIC CARBENE LIGANDS; POTASSIUM ACETATE; RHODIUM COMPLEXES; TRANSITION-METAL COMPLEX; TRANSMETALATION;

BINDING ENERGY; CARBON INORGANIC COMPOUNDS; COPPER COMPOUNDS; CYCLIZATION; GOLD COMPOUNDS; METAL COMPLEXES; ORGANIC COMPOUNDS; PYRIDINE; RHODIUM; RHODIUM COMPOUNDS; SILVER OXIDES; SYNTHESIS (CHEMICAL); TRANSITION METALS;

LIGANDS;

EID: 84856901404     PISSN: 02767333     EISSN: 15206041     Source Type: Journal    
DOI: 10.1021/om2011547     Document Type: Article

References (52)

1. Poyatos, M.; Mata, J. A.; Peris, E. Chem. Rev. 2009, 109, 3677-3707.
2. Kharmov, D. M.; Boydston, A. J.; Bielawski, C. W. Angew. Chem. 2006, 118, 6332-6335
3. Angew. Chem., Int. Ed. 2006, 45, 6186-6189. Triazole-derived
4. Guerret, O.; Sole, S.; Gornitzka, H.; Teichert, M.; Trinquier, G.; Bertrand, G. J. Am. Chem. Soc. 1997, 119, 6668-6669.
5. Mas-Marzá, E.; Mata, J. A.; Peris, E. Angew. Chem. 2007, 119, 3803-3805
6. Angew. Chem., Int. Ed. 2007, 46, 3729-3731.
7. Tschugajeff, L.; Skanawy-Grigorjewa, M. J. Russ. Chem. Ges. 1915, 47, 776.
8. Tschugajeff, L.; Skanawy-Grigorjewa, M.; Posnjak, A. Z. Anorg. Allg. Chem. 1925, 148, 37-42.
9. Burke, A.; Balch, A. L.; Enemark, J. H. J. Am. Chem. Soc. 1970, 92, 2555-2557.
10. Rouschias, G.; Shaw, B. L. Chem. Commun. 1970, 183.
11. Moncada, A. I.; Khan, M. A.; Slaughter, L. M. Tetrahedron Lett. 2005, 46, 1399-1403.
12. Moncada, A. I.; Manne, S.; Tanski, J. M.; Slaughter, L. M. Organometallics 2006, 25, 491-505.
13. Wanniarachchi, Y. A.; Slaughter, L. M. Organometallics 2008, 27, 1055-1062.
14. Poyatos, M.; McNamara, W.; Incarvito, C.; Peris, E.; Crabtree, R. H. Chem. Commun. 2007, 2267-2269.
15. Poyatos, M.; McNamara, W.; Incarvito, C.; Clot, E.; Peris, E.; Crabtree, R. H. Organometallics 2008, 27, 2128-2136.
16. Guisado-Barrios, G.; Bouffard, J.; Donnadieu, B.; Bertrand, G. Organometallics 2011, 30, 6017-6021.
17. Sanz, S.; Azua, A.; Peris, E. Dalton Trans. 2010, 39, 6339-6343.
18. Weiss, R.; Reichel, S.; Handke, M.; Hampel, F. Angew. Chem. 1998, 110, 352-354
19. Angew. Chem., Int. Ed. 1998, 37, 344-346.
20. Weiss, R.; Reichel, S. Eur. J. Inorg. Chem. 2000, 1935-1939.
21. Jellen, F. S. R. Ph.D. Thesis, University of Erlangen, 2002.
22. Nonnenmacher, M.; Kunz, D.; Rominger, F.; Oeser, T. J. Organomet. Chem. 2005, 690, 5647-5653.
23. Nonnenmacher, M.; Kunz, D.; Rominger, F.; Oeser, T. Chem. Commun. 2006, 1378-1380.
24. Alcarazo, M.; Roseblade, S. J.; Cowley, A. R.; Fernández, R.; Brown, J. M.; Lassaletta, J. M. J. Am. Chem. Soc. 2005, 127, 3290-3291.
25. Burstein, C.; Lehmann, C. W.; Glorius, F. Tetrahedron 2005, 61, 6207-6217.
26. Nonnenmacher, M.; Kunz, D.; Rominger, F.; Oeser, T. J. Organomet. Chem. 2007, 692, 2554-2563.
27. Nonnenmacher, M.; Rominger, F.; Kunz, D. Organometallics 2008, 27, 1561-1568.
28. Universität Tübingen (Appl.), Kunz, D.; Gierz, V.
29. Wiley, R. H. J. Macromol. Sci., Chem. 1987, 24, 1183-1190.
30. Carling, R. W.; Moore, K. W.; Street, L. J.; Wild, D.; Isted, C.; Leeson, P. D.; Thomas, S.; O'Connor, D.; McKernan, R. M.; Quirk, K.; Cook, S. M.; Atack, J. R.; Wafford, K. A.; Thompson, S. A.; Dawson, G. R.; Ferris, P.; Castro, J. L. J. Med. Chem. 2004, 47, 1807-1822.
31. Jeromin, G. E.; Orth, W.; Rapp, B.; Weiß, W. Chem. Ber. 1987, 120, 649-651.
32. AIST Spectral Database for Organic Compounds, SDBS, http://riodb01.ibase. aist.go.jp/sdbs/cgi-bin/cre-index.cgilang=eng.
33. Fuentes, O.; Paudler, W. W. J. Org. Chem. 1975, 40, 1210-1213.
34. Bower J. D.; Ramage, G. R. J. Chem. Soc. 1955, 2834-2503.
35. Kovacevic, A.; Gründemann, S.; Miecznikowski, J. R.; Clot, E.; Eisenstein, O.; Crabtree, R. H. Chem. Commun. 2002, 2580-2581.
36. Ton, Q. C.; Bolte, M. Acta Crystallogr. 2005, E61, o1406-o1407.
37. Altenhoff, G.; Goddard, R.; Lehmann, C. W.; Glorius, F. J. Am. Chem. Soc. 2004, 126, 15195-15201 and references therein.
38. Ackers, B.; Blake, A. J.; Hill, S. J.; Hubberstey, P. Acta Crystallogr. 2002, C58, o640-o641.
39. Frisch, M. J.; Trucks, G. W.; Schlegel, H. B.; Scuseria, G. E.; Robb, M. A.; Cheeseman, J. R.; Montgomery, Jr., J. A.; Vreven, T.; Kudin, K. N.; Burant, J. C.; Millam, J. M.; Iyengar, S. S.; Tomasi, J.; Barone, V.; Mennucci, B.; Cossi, M.; Scalmani, G.; Rega, N.; Petersson, G. A.; Nakatsuji, H.; Hada, M.; Ehara, M.; Toyota, K.; Fukuda, R.; Hasegawa, J.; Ishida, M.; Nakajima, T.; Honda, Y.; Kitao, O.; Nakai, H.; Klene, M.; Li, X.; Knox, J. E.; Hratchian, H. P.; Cross, J. B.; Adamo, C.; Jaramillo, J.; Gomperts, R.; Stratmann, R. E.; Yazyev, O.; Austin, A. J.; Cammi, R.; Pomelli, C.; Ochterski, J. W.; Ayala, P. Y.; Morokuma, K.; Voth, G. A.; Salvador, P.; Dannenberg, J. J.; Zakrzewski, V. G.; Dapprich, S.; Daniels, A. D.; Strain, M. C.; Farkas, O.; Malick, D. K.; Rabuck, A. D.; Raghavachari, K.; Foresman, J. B.; Ortiz, J. V.; Cui, Q.; Baboul, A. G.; Clifford, S.; Cioslowski, J.; Stefanov, B. B.; Liu, G.; Liashenko, A.; Piskorz, P.; Komaromi, I.; Martin, R. L.; Fox, D. J.; Keith, T.; Al-Laham, M. A.; Peng, C. Y.; Nanayakkara, A.; Challacombe, M.; Gill, P. M. W.; Johnson, B.; Chen, W.; Wong, M. W.; Gonzalez, C.; Pople, J. A. Gaussian 03, Revision B.03; Gaussian, Inc., Pittsburgh, PA, 2003.
40. Becke, A. D. J. Chem. Phys. 1993, 98, 5648-5652.
41. Lee, C.; Yang, W.; Parr, R. G. Phys. Rev. B: Condens. Matter Mater. Phys. 1988, 37, 785-789.
42. Nonnenmacher, M.; Kunz, D. In Modeling of Molecular Properties; Comba, P., Ed.; Wiley: New York, 2011; Chapter 22, pp 349-363.
43. Wang, H. W. J.; Lin, I. J. B. Organometallics 1998, 17, 972-975.
44. Lin, I. J. B.; Vasam, C. S. Coord. Chem. Rev. 2007, 251, 642-670.
45. Pyykkö, P. Chem. Rev. 1997, 97, 597-636.
46. Blake, A. J.; Rankin, D. W. H. Acta Crystallogr. 1991, C47, 1933-1936.
47. Allen, F. H. Acta Crystallogr. 2002, B58, 380-388.
48. Pettinari, C.; Marchetti, F.; Cingolani, A.; Bianchini, G.; Drozdov, A.; Vertlib, V.; Troyanov, S. J. Organomet. Chem. 2002, 651, 5-14.
49. Sheldrick, G. M. SADABS; University of Göttingen, Göttingen, Germany, 2006.
50. Sheldrick, G. M. SHELXS 97, Program for the Solution of Crystal Structures; University of Göttingen, Göttingen, Germany, 1997
51. Sheldrick, G. M. Acta Crystallogr. 1990, A46, 467.
52. Sheldrick, G. M. SHELXTL; Bruker Analytical X-ray Division, Madison, WI, 2001.