Palladium complexes with pyrimidine-functionalized N-heterocyclie carbene ligands: Synthesis, structure and catalytic activity

Organometallics

Volumn 28, Issue 7, 2009, Pages 2142-2149

  Meyer, Dirk ^a   Taige, Maria A ^a   Zeller, Alexander ^a   Hohlfeld, Konrad ^a   Ahrens, Sebastian ^a   Strassner, Thomas ^a  

^a DRESDEN UNIVERSITY OF TECHNOLOGY   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

ALKYL SUBSTITUENTS; C - H ACTIVATIONS; CARBENE LIGANDS; CATALYTIC ACTIVITIES; ELEMENTAL ANALYSIS; FUNCTIONALIZED; HIGH ACTIVITIES; HIGH SELECTIVITIES; IMIDAZOLINE; METAL CENTERS; MIZOROKI-HECK REACTIONS; NMR SPECTROSCOPIES; PALLADIUM CHLORIDES; PALLADIUM COMPLEXES; SILVER COMPLEXES; SOLID-STATE STRUCTURES; TRANSMETALATION; X-RAY SINGLE CRYSTAL STRUCTURES;

ALKYLATION; CATALYST ACTIVITY; CHELATION; CHLORINE COMPOUNDS; ELECTROCHEMICAL SENSORS; LIGANDS; METHANE; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; ORGANIC POLYMERS; PALLADIUM; SILVER; SINGLE CRYSTALS; SYNTHESIS (CHEMICAL);

PALLADIUM COMPOUNDS;

EID: 65349121787     PISSN: 02767333     EISSN: None     Source Type: Journal    
DOI: 10.1021/om8009238     Document Type: Article

References (70)

1. Halm, F. E.; Jahnke, M. C. Angew. Chan., Int. Ed. 2008, 47, 3122-3172.
2. Herrmann, W. A. Angew. Chem., Int. Ed. 2002, 41, 1290-1309.
3. Arnold, P. L.; Pearson, S. Coprd. Chem. Rev. 2007, 251, 596-609.
4. Diez-Gonzalez, S.; Nolan. S. P. Top. Organomet. Chem. 2007, 21, 47-82.
5. Gade, L. H.; Bellemin-Laponnaz, S. Top. Organomet. Chem. 2007, 21, 117-157.
6. Rogers, M. M.; Stahl. S. S. Top. Organomet. Chem. 2007, 21, 21-46.
7. Phan, N. T. S.; Van Der Sluys, M.; Jones, C. W. Adv. Synth. Catal. 2006, 348, 609-679.
8. Garrison, J. C.; Youngs, W. J. Chem. Rev. 2005, 105, 3978-4008.
9. Peris, E.; Crabtree, R. H. Coord. Chem. Rev. 2004, 248, 2239-2246.
10. Bedford, R. B.; Cazin, C. S. J.; Holder, D. Coord. Chem. Rev. 2004, 248, 2283-2321.
11. Hillier, A. C.; Grasa, G. A.; Viciu, M. S.; Lee, H. M.; Yang, C.; Nolan, S. P. J. Organomet. Chem. 2002, 653, 69-82.
12. Beletskaya. I. P.; Cheprakov, A. V. Chem. Rev. 2000, 100, 3009-3066.
13. Herrmann, W. A.; Elison, M.; Fischer, J.; Koecher, C.; Artus, G. R. J. Angew. Chem., Int. Ed. 1995, 34, 2371-2374.
14. Nonnenmacher, M.; Kunz. D.; Rominger, F.; Oeser. T. J. Orga-nomet. Chem. 2007, 692, 2554-2563.
15. Taige, M. A.; Zeller, A.; Ahrens, S.; Goutal, S.; Herdtweck, E.; Strassner, T. J. Organomet. Chem. 2007, 692, 1519-1529.
16. Ackermann, L.; Althammer, A. Synlett 2006, 3125-3129.
17. Huynh, H. V.; Neo, T. C.; Tan, G. K. Organometallics 2006, 25, 1298-1302.
18. Scherg, T.; Schneider, S. K.; Frey, G. D.; Schwarz, J.; Herdtweck, E.; Herrmann, W. A. Synlett 2006, 2894-2907.
19. Kremzow, D.; Seidel, G.; Lehmann, C. W.; Fuerstner, A. Chem-Eur. J. 2005, 11, 1833-1853.
20. Magill, A. M.; McGuinness, D. S.; Cavell, K. J.; Britovsek, G. J. P.; Gibson, V. C.; White, A. J. P.; Williams, D. J.; White, A. H.; Skelton, B. W. J. Organomet. Chem. 2001, 617-618, 546-560.
21. Weskamp, T.; Schattenmann, W. C.; Spiegler, M.; Herrmann, W. A. Angew. Chem., Int. Ed. 1998, 37, 2490-2493.
22. Weskamp, T.; Kohl. F. J.; Hieringer. W.; Gleich. D.; Herrmann. W. A. Angew. Chem., Int. Ed. 1999, 38, 2416-2419.
23. Scholl, M.; Ding, S.; Lee, C. W.; Grubbs, R. H. Org. Lett. 1999, 1, 953-956.
24. Sanford. M. S.; Love. J. A.: Grubbs. R. H. J. Am. Chem. Soc. 2001, 123, 6543-6554.
25. Herrmann, W. A.; Kulpe, J. A.; Konkol, W.; Bahrmann, H. J. Organomet. Chem. 1990, 389, 85-101.
26. Herrmann, W. A.; Kohlpaintner, C. W. Angew. Chem, Int. Ed. 1993, 32, 1524-1544.
27. Gardiner, M. G.; Herrmann, W. A.; Reisinger, C.-P.; Schwarz, J.; Spiegler, M. J. Organomet. Chem. 1999, 572, 239-247.
28. Schwarz, J.; Herdtweck, E.; Herrmann, W. A.; Gardiner, M. G. Organometallics 2000, 19, 3154-3160.
29. Ahrens. S.; Zeller. A.; Taige. M.; Strassner, T. Organometallics 2006, 25, 5409-5415.
30. Muehlhofer, M.; Strassner, T.; Herrmann, W. A. Angew. Chem., Int. Ed. 2002, 41, 1745-1747.
31. Strassner, T.; Muehlhofer, M.; Zeller. A.; Herdtweck, E.; Herrmann, W. A. J. Organomet. Chem. 2004, 689, 1418-1424.
32. Periana, R. A.; Taube, D. J.; Gamble, S.; Taube, H.; Satoh, T.; Fujii, H. Science 1998, 280, 560-564.
33. Kua, J.; Xu, X.; Periana, R. A.; Goddard, W. A., III Organometallics 2002, 27, 511-525.
34. Xu, X.; Kua, 1; Periana, R. A.; Goddard, W. A., III Organometallics 2003, 22, 2057-2068.
35. Strassner, T.; Ahrens, S.; Zeller, A. WO 2006058535, A2, 2006.
36. Lee, K.-M.; Chen, J. C. C.; Huang, C.-J.; Lin, I. J. B. Cryst. Eng. Comm 2007, 9, 278-281.
37. Lee, K. M.; Chen, J. C. C.; Lin, I. J. B. J. Organomet. Chem. 2001, 617-618, 364-375.
38. Ye, J.; Chen, W.: Wang, D. Dalton Trans. 2008, 4015-4022.
39. Chen. C.; Qiu, H.; Chen. W.; Wang. D. J. Organomet. Chem. 2008, 693, 3273-3280.
40. Chen, W.; Ye, J. CN 101219399, A, 2008.
41. Tanase, A. D.; Herdtweck, E.; Herrmann, W. A.; Kuehn. F. E. Heterocycles 2007, 73, 651-659.
42. Wang, C.-Y.; Liu, Y.-H.; Peng, S.-M.; Chen, J.-T.; Liu, S.-T. J. Organomet. Chem. 2007, 692, 3976-3983.
43. Tulloch, A. A. D.; Danopoulos, A. A.; Cafferkey, S. M.; Kleinhenz, S.; Hursthouse, M. B.; Tooze, R. P. Chem. Commun. 2000, 1247-1248.
44. McGuinness, D. S.; Cavell, K. J. Organometallics 2000, 19, 741-748.
45. Loch, J. A.; Albrecht, M.; Peris, E.; Mata, J.; Faller, J. W.; Crabtree, R. H. Organometallics 2002, 27, 700-706.
46. Gruendemann, S.; Albrecht, M.; Kovacevic, A.; Faller, J. W.; Crabtree, R. H. J. Chem. Soc, Dalton Trans. 2002, 2163-2167.
47. Tulloch, A. A. D.; Winston, S.; Danopoulos, A. A.; Eastham, G.; Hursthouse, M. B. Dalton Trans. 2003, 699-708.
48. Frey, G. D.; Schuetz, J.; Herdtweck, E.; Herrmann, W. A. Organometallics 2005, 24, 4416-4426.
49. Yagyu, T.; Oya, S.; Maeda, M.; Jitsukawa, K. Chem. Lett. 2006, 35, 154-155.
50. Danopoulos, A. A.; Tsoureas, N.; Macgregor, S. A.; Smith, C. Organometallics 2007, 26, 253-263.
51. Catalano, V. J.; Etogo, A. O. Inorg. Chem. 2007, 46, 5608-5615.
52. Fiddy, S. G.; Evans, J.; Neisius, T.; Newton, M. A.; Tsoureas, N.; Tulloch, A. A. D.; Danopoulos, A. A. Chem.-Eur. J. 2007, 13, 3652-3659.
53. Li, F.; Bai, S.: HOT, T. S. A. Organometallics 2008, 27, 672-677.
54. Scheele, U. J.; Dechert, S.; Meyer, F. Chem.-Eur. J. 2008, 14, 5112-5115.
55. Wang, R.; Twamley, B.; Shreeve. J. n. M. J. Org. Chem. 2006, 71, 426-129.
56. Wang, R.; Zeng, Z.; Twamley, B.; Piekarski, M. M.; Shreeve, J. n. M. Eur. J. Org. Chem. 2007, 655-661.
57. Bicking, J. B. DE 1964282, 1970.
58. Chen, J. C. C.; Lin, 1. J. B. Organomelallics 2000, 19, 5113-5121.
59. Hazell, A.; McKenzie, C. J.; Nielsen, L. P. J. Chem. Soc, Dalton Trans. 1998, 1751-1756.
60. Drew, D.; Doyle, J. R. Inorg. Synth. 1990, 28, 346-349.
61. Arduengo, A. J., III; Gentry. F. P., Jr.; Taverkere. P. K.; Simmons. H. E. US 6177575 Bl, 2001.
62. Liu, J.; Chen. J.; Zhao, J.; Zhao. Y.; Li, L.; Zhang, H. Synthesis 2003, 2661-2666.
63. Wilson, A. J. C. International Tables for Crystallography; Kluwer AcademicPublisher: Dodrecht, The Netherlands, 1992.
64. Sheldrick, G. M. SHELXL-97, Program for the Refinement of Structures; University of Goettingen: Goettingen, Germany, 1997.
65. Nonius Data Collection Software for Nonius-kappa CCD devices; Delft: The Netherlands, 1997-2000.
66. Duisenberg, A. J. M. J. Appl. Crystallogr. 1992, 25, 92-96.
67. Duisenberg, A. J. M.; Hooft, R. W. W.; Schreurs, A. M. M.; Kroon, J. J. Appl. Crystallogr. 2000, 33, 893-898.
68. Altomare, A.; Cascarano, G.; Giacovazzo, C.; Guagliardi, A.; Burla, M. C.; Polidori, G.; Camalli, M. J. Appl. Crystallogr. 1994, 27, 435.
69. Burnett, M. N.; Johnson, C. K. ORTEPIII; Oak Ridge National Laboratory: Tennessee, 1996.
70. Spek, A. L. PLATON; Utrecht University: Utrecht. The Netherlands, 2001.