Heck reaction of iodoarenes with methyl acrylate catalyzed by cyclopalladated complexes of tertiary arylamines immobilized in ionic liquid [Bmim]+BF4-

Chinese Journal of Chemistry

Volumn 21, Issue 9, 2003, Pages 1111-1113

  Zheng, Rui ^a   Yang, Fan ^a   Zou, Gang ^a   Tang, Jie ^a   He, Ming Yuan ^a  

^a EAST CHINA NORMAL UNIVERSITY   (China)

Author keywords

Cyclopalladated complexes of tertiary arylamines; Heck reaction; Ionic liquid

Indexed keywords

EID: 3042720965     PISSN: 1001604X     EISSN: None     Source Type: Journal    
DOI: 10.1002/cjoc.20030210902     Document Type: Article

References (27)

1. (a) Heck, R. F. Palladium Reagents in Organic Synthesis, Academic Press, New York, 1985.
2. (b) Cabri, W.; Candiani, I. Acc. Chem. Res. 1995, 28, 2.
3. (c) Jeffery, T. Adv. Met.-Org. Chem. 1996, 5, 153.
4. (a) Shaw, B. L.; Perera, S. D.; Staley, E. A. Chem. Commun. 1998, 1361.
5. (b) Herrmann, W. A.; Brossmer, C.; Reisinger, C.-P.; Riermeier, T. H.; Öfele, K.; Beller, M. Chem.-Eur. J. 1997, 3, 1357.
6. (c) Ohff, M.; Ohff, A.; Boom, M. E. van der; Milstein, D. J. Am. Chem. Soc. 1997, 119, 11687.
7. Miyazaki, F.; Yamaguchi, K.; Shibasaki, M. Tetrahedron Lett. 1999, 40, 7379.
8. Peris, E.; Mata, J.; Loch, J. A.; Crabtree, R. H. Chem. Commun. 2001, 201.
9. Ohff, M.; Ohff, A.; Milstein, D. Chem. Commun. 1999, 357.
10. (a) Iyer, S.; Jayanthi, A. Tetrahedron Lett. 2001, 42, 7877.
11. (b) Iyer, S.; Ramesh, C. Tetrahedron Lett. 2000, 41, 8981.
12. (c) Alonso, D. A.; Najera, C.; Pacheco, M. C. Org. Lett. 2000, 2, 1823.
13. (a) Yang, F.; Zhang, Y. M.; Zheng, R.; Tang, J.; He, M. Y. J. Organomet. Chem. 2002, 651, 146.
14. (b) Zhang, Y. M.; Yang, F.; Zheng, R. Chin. J. Org. Chem. 2001, 21, 533 (in Chinese).
15. (a) Olivier-Bourbigou, H.; Magna, L. J. Mol. Catal. A: Chem. 2002, 182, 419.
16. (b) Gordon, C. M. Appl. Catal. A 2001, 222, 101.
17. (c) Dupont, J.; Souza, R. F.; Suarez, P. A. Z. Chem. Rev. 2002, 102, 3667.
18. (d) Welton, T. Chem. Rev. 1999, 99, 2071.
19. (e) Zhao, D. B.; Wu, M.; Kou, Y.; Min, E. Z. Catal. Today 2002, 74, 157.
20. (a) Herrmann, W. A.; Böhm, V. P. W. J. Organomet. Chem. 1999, 572, 141.
21. (b) Böhm, V. P. W.; Hermann, W. A. Chem.-Eur. J. 2000, 6, 1017.
22. (c) Hermann, W. A.; Böhm, V. P. W.; Reisinger, C.-P. J. Organomet. Chem. 1999, 576, 23.
23. (d) Gruber, A. S.; Pozebon, D.; Monteiro, A. L.; Dupont, J. Tetrahedron Lett. 2001, 42, 7345.
24. (e) Calò, V.; Nacci, A.; Lopez, L.; Mannarini, N. Tetrahedron Lett. 2000, 41, 8973. 10 Cyclopalladated complexes were conveniently prepared according to the literature methods:
25. (a) Cope, A. C.; Friedrich, E. C. J. Am. Chem. Soc. 1968, 90, 909.
26. (b) Gaunt, J. C.; Shaw, B. L. J. Organomet. Chem. 1975, 102, 511.
27. (c) Crociani, B.; Boschi, T.; Pietropaolo, R.; Belluco, U. J. Chem. Soc. (A) 1970, 531.