Palladium complexes with tridentate pincer bis-carbene ligands as efficient catalysts for C-C coupling

Organometallics

Volumn 21, Issue 4, 2002, Pages 700-706

  Loch, Jennifer A ^a   Albrecht, Martin ^a   Peris, Eduardo ^b   Mata, José ^b   Faller, Jack W ^a   Crabtree, Robert H ^a  

^a YALE UNIVERSITY   (United States)

^b UNIVERSITAT JAUME I   (Spain)

Author keywords

[No Author keywords available]

Indexed keywords

CATALYSIS; CHEMICAL BONDS; CHLORINATION; MOLECULAR STRUCTURE; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PALLADIUM COMPOUNDS; SUBSTRATES; SYNTHESIS (CHEMICAL); THERMODYNAMIC STABILITY; X RAY CRYSTALLOGRAPHY;

MOLECULAR GEOMETRY;

ORGANOMETALLICS;

EID: 0000709581     PISSN: 02767333     EISSN: None     Source Type: Journal    
DOI: 10.1021/om010852n     Document Type: Article

References (45)

1. Beletskaya, I. P.; Cheprakov, A. V. Chem. Rev. 2000, 200, 3009-3066.
2. (a) Morales-Morales, D.; Redón, R.; Yung, C.; Jensen, C. M. Chem. Commun. 2000, 1619-1620.
3. (b) Morales-Morales, D.; Grause, C.; Kasaoka, K.; Redón, R.; Cramer, R. E.; Jensen, C. M. Inorg. Chim. Acta 2000, 300-302, 958-963.
4. (c) Miyazaki, F.; Yamaguchi, K.; Shibasaki, M. Tetrahedron Lett. 1999, 40, 7379-7383.
5. (a) Herrmann, W. A.; Brossmer, C.; Reisinger, C.-P.; Riermeier, T. H.; Öfele, K.; Beller, M. Chem. Eur. J. 1997, 3, 1357-1364.
6. (b) Herrmann, W. A.; Brossmer, C.; Öfele, K.; Reisinger, C.-P.; Priermeier, T.; Beller, M.; Fischer, H. Angew. Chem., Int. Ed. Engl. 1998, 34, 1844-1848.
7. (a) Ben-David, Y.; Portnoy, M.; Gozin, M.; Milstein, D. Organometallics 1992, 11, 1995-1996.
8. (b) Portnoy, M.; Ben-David, Y.; Milstein, D. Organometallics 1993, 12, 4734-4735.
9. Beller, M.; Zapf, A. Synlett 1998, 792-793.
10. Reetz, M. T.; Lohmer, G.; Schwickardi, R. Angew. Chem., Int. Ed. 1998, 37, 481-483.
11. (a) Littke, A. F.; Fu, G. C. J. Am. Chem. Soc. 2001, 123, 6989-7000.
12. (b) Shaughnessy, K. H.; Kim, P.; Hartwig, J. F. J. Am. Chem. Soc. 1999, 121, 2123-2132.
13. (a) Gruber, A. S.; Zim, D.; Ebeling, G.; Monteiro, A. L.; Dupont, J. Org. Lett. 2000, 2, 1287-1290.
14. (b) Iyer, S.; Ramesh, C. Tetrahedron Lett. 2000, 41, 8981-8984.
15. Arduengo, A. J., III. Acc. Chem. Res. 1999, 32, 913-921.
16. Bourissou, D.; Guerret, O.; Gabbaï, F. P.; Bertrand, G. Chem. Rev. 2000, 100, 39-91.
17. (a) Herrmann, W. A.; Böhm, V. P. W.; Getöttmayr, C. W. K.; Grosche, M.; Reisinger, C.-P.; Weskamp, T. J. Organomet. Chem. 2001, 617-618, 616-628.
18. (b) Schwarz, J.; Böhm, V. P. W.; Gardiner, M. G.; Grosche, M.; Herrmann, W. A.; Hieringer, W.; Raudaschl-Sieber, G. Chem. Eur. J. 2000, 6, 1773-1780.
19. (c) Lee, S.; Hartwig, J. F. J. Org. Chem. 2001, 66, 3402-3415.
20. (d) Stauffer, S. R.; Lee, S.; Stambuli, J. P.; Hauck, S. I.; Hartwig, J. F. Org. Lett. 2000, 2, 1423-1426.
21. (e) Viciu, M. S.; Grasa, G. A.; Nolan, S. P. Organometallics 2001, 20, 3607-3612.
22. (f) Yang, C.; Lee, H. M.; Nolan, S. P. Org. Lett. 2001, 3, 1511-1514.
23. (g) 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.
24. (h) McGuinness, D. S.; Cavell, K. J. Organometallics 2000, 19, 741-748.
25. (i) Tulloch, A. A. D.; Danopoulos, A. A.; Tizzard, G. J.; Coles, S. J.; Hursthouse, M. B.; Hay-Motherwell, R. S.; Motherwell, W. B. Chem. Commun. 2001, 1270-1271.
26. (j) Caddick, S.; Cloke, F. G. N.; Clentsmith, G. K. B.; Hitchcock, P. B.; McKerrecher, D.; Titcomb, L. R.; Williams, M. R. V. J. Organomet. Chem. 2001, 617-618, 635-639.
27. (k) Baker, M. V.; Skelton, B. W.; White, A. H.; Williams, C. C. J. Chem. Soc., Dalton Trans. 2001, 111-120.
28. (l) Chen, J. C. C.; Lin, I. J. B. Organometallics 2000, 19, 5113-5121.
29. Peris, E.; Loch, J. A.; Mata, J.; Crabtree, R. H. Chem. Commun. 2001, 201-202.
30. (a) Herrmann, W. A.; Elison, M.; Fischer, J.; Köcher, C.; Artus, G. R. J. Angew. Chem., Int. Ed. Engl. 1095, 34, 2371-2374.
31. (b) Herrmann, W. A.; Reisinger, C.-P.; Spiegler, M. J. Organomet. Chem. 1998, 557, 93-96.
32. (a) Shaw, B. L. New J. Chem. 1998, 77-79.
33. (b) Ohff, M.; Ohff, A.; van der Boom, M. E.; Milstein, D. J. Am. Chem. Soc. 1997, 119, 11687-11688.
34. (c) Sundermann, A.; Uzan, O.; Martin, J. M. L. Chem Eur. J. 2001, 7, 1703-1711.
35. (a) Anton, D. R.; Crabtree, R. H. Organometallics 1983, 2, 855-859.
36. (b) Foley, P.; DiCosimo, R.; Whitesides, G. M. J. Am. Chem. Soc. 1980, 102, 6713-6725.
37. (a) Rosner, T.; Le Bars, J.; Pfaltz, A.; Blackmond, D. G. J. Am. Chem. Soc. 2001, 123, 1848-1855.
38. (b) van Strjjdonck, G. P. F.; Boele, M. D. K.; Kamer, P. C. J.; de Vries, J. G.; van Leeuwen, P. W. N. M. Eur. J. Inorg. Chem. 1999, 1073-1076.
39. Jeffery, T. J. Chem. Soc., Chem. Commun. 1984, 1287-1289.
40. Byers, P. K.; Canty, A. J.; Jin, H.; Kruis, D.; Markies, B. A.; Boersma, J.; Van Koten, G. Inorg. Synth. 1998, 32, 162-172.
41. Sheldrick, G. M., SADABS Empirical Absorption Program; University of Göttingen, Göttingen, Germany, 1996.
42. Sheldrick, G. M., SHELXTL, 5.1, Bruker Analytical X-ray Systems, Madison, WI, 1997.
43. (a) Blessing, R. H. Acta Crystallogr. 1995, A51, 33-37.
44. (b) Blessing, R. H. J. Appl. Crystallogr. 1997, 30, 421-426.
45. Altomare, A.; Burla, M. C.; Camalli, M.; Cascarano, G.; Giacovazzo, C.; Guagliardi, A.; Polidori, G. J. Appl. Crystallogr. 1994, 27, 435-436.