Cross-Coupling of Aryl Iodides with Malononitrile Catalyzed by Palladium N-Heterocyclic Carbene Complex System

Chinese Journal of Chemistry

Volumn 20, Issue 9, 2002, Pages 819-821

  Gao, Cheng Wei ^a   Tao, Xiao Chun ^a   Liu, Tao Ping ^a   Huang, Ji Ling ^a   Qian, Yan Long ^a  

^a EAST CHINA UNIVERSITY OF SCIENCE AND TECHNOLOGY   (China)

Author keywords

Arylmalononitrile; Cross coupling; Imidazolium salt; N heterocyclic carbene; Palladium complex

Indexed keywords

1,3 BIS(2,4,6 TRIMETHYLPHENYL)IMIDAZOLIUM CHLORIDE; ANION; CARBENE; HETEROCYCLIC COMPOUND; IMIDAZOLE DERIVATIVE; IODIDE; IODOBENZENE; MALONONITRILE; METAL COMPLEX; PALLADIUM COMPLEX; UNCLASSIFIED DRUG;

ARTICLE; CATALYSIS; CATALYST; CHEMICAL REACTION; CHEMICAL STRUCTURE; COMPLEX FORMATION; PROTON NUCLEAR MAGNETIC RESONANCE;

EID: 0038782011     PISSN: 1001604X     EISSN: None     Source Type: Journal    
DOI: 10.1002/cjoc.20020200904     Document Type: Article

References (27)

1. Cowley, A. H. J. Organomet. Chem. 2001, 617-618, 105.
2. Enders, D.; Gielen, H. J. Organomet. Chem. 2001, 617-618, 70.
3. Weskamp, T.; Böhm, V. P. W.; Herrmann, W. A. J. Organomet. Chem. 1999, 585, 348.
4. Herrmann, W. A.; Reisinger, C.-P.; Spiegler, M. J. Organomet. Chem. 1998, 557, 93.
5. McGuinness, D. S.; Green, M. J.; Cavell, K. J.; Skelton, B. W.; White, A. H. J. Organomet. Chem. 1998, 565, 165.
6. Regitz, M. Angew. Chem., Int. Ed. Engl. 1996, 35, 725.
7. Herrmann, W. A.; Köcher, C. Angew. Chem., Int. Ed. Engl. 1997, 36, 2162.
8. Herrmann, W. A.; Elison, M.; Fischer, J.; Köcher, C.; Artus, G. R. J. Angew. Chem., Int. Ed. Engl. 1995, 34, 2371.
9. Li, L.-T.; Ma, S.-M. Chin, J. Org. Chem. 2001, 21, 75 (in Chinese).
10. Herrmann, W. A.; Köcher, C. Angew. Chem., Int. Ed. Engl. 1997, 36, 2162.
11. Zhang, C.; Huang, J. M.; Trudell, L.; Nolan, S. P. J. Org. Chem. 1999, 64, 3084.
12. Böhm, V. P. J.; Gsöttmayr, C. W. K.; Weskamp, T.; Herrmann, W. A. J. Organomet. Chem. 2000, 596, 186.
13. Huang, J.; Nolan, S. P. J. Am. Chem. Soc. 1999, 121, 9889.
14. Böhm, V. P. J.; Weskamp, T.; Gsöttmayr, C. W. K.; Herrmann, W. A. Angew. Chem., Int. Ed. Engl. 1996, 35, 2805.
15. Herrmann, W. A.; Goossen, L. J.; Köcher, C.; Artus, G. R. J. Angew. Chem., Int. Ed. Engl. 997, 36, 2162.
16. Weskamp, T.; Schattenmann, W. C.; Spiegler, M.; Herrmann, W. A. Angew. Chem., Int. Ed. Engl. 1998, 36, 2490.
17. Perlstein, H. Angew. Chem., Int. Ed. Engl. 1977, 16, 519.
18. Nakasuji, K.; Nakatsuka, M.; Murata, I. J. Synth. Org. Chem. Jpn. 1983, 41, 204.
19. Cristau, H. J.; Vogel, R.; Taillefer, M.; Gadras, A. Tetrahedron Lett. 2000, 41, 8457.
20. Uno, M.; Seto, K.; Masuda, M.; Ueda, W.; Takahashi, S. Tetrahedron Lett. 1985, 26, 1553.
21. Uno, M.; Seto, K.; Masuda, M.; Ueda, W.; Takahashi, S. J. Chem. Soc., Chem. Commun. 1984, 932.
22. Uno, M.; Takahashi, T.; Takahashi, S. J. Chem. Soc., Perkin Trans. 1 1990, 647.
23. Pignolet, L. H. Homogeneous Catalysis with Metal Phosphine Complexes, Plenum, New York, 1983.
24. Parshall, G. W.; Ittel, S. D. Homogeneous Catalysis, Wiley Interscienc, New York, 1992.
25. Arduengo III, A. J.; Krafczyk, R.; Schmutzler, R.; Craig, H. A.; Goerlich, J. R.; Marshall, W. J.; Unverzagt, M. Tetrahedron 1999, 55, 14523.
26. Davis, W. A.; Cava, M. P. J. Org. Chem. 1983, 48, 2774.
27. Z7 Troughton, E. B.; Molter, K. E.; Arnett, E. M. J. Am. Chem. Soc. 1984, 106, 6726.