Efficient synthesis of triarylamines catalyzed by palladium/N-heterocyclic carbene

Journal of Molecular Catalysis A: Chemical

Volumn 269, Issue 1-2, 2007, Pages 158-162

  Chen, Chen ^a,b   Li, Ying Feng ^a,b   Yang, Lian Ming ^a  

^a PEKING UNIVERSITY   (China)

^b UNIVERSITY OF CHINESE ACADEMY OF SCIENCES   (China)

Author keywords

N Arylation; N Heterocyclic carbenes; Palladium catalysis; Triarylamines

Indexed keywords

BROMINE COMPOUNDS; CATALYSIS; OLEFINS; PALLADIUM COMPOUNDS; REACTION KINETICS; SYNTHESIS (CHEMICAL);

N-ARYLATION; N-HETEROCYCLIC CARBENES; PALLADIUM CATALYSIS; TRIARYLAMINES;

AMINES;

EID: 33947721271     PISSN: 13811169     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.molcata.2007.01.009     Document Type: Article

References (44)

1. Strohriegl P., and Grazulevicius J.V. Adv. Mater. 14 (2002) 1439
2. Shirota Y. J. Mater. Chem. 10 (2000) 1
3. Louie J., and Hartwig J.F. J. Am. Chem. Soc. 119 (1997) 11695
4. Chou M.-Y., Leung M.-K., Su Y.-O., Chiang C.-L., Lin C.-C., Liu J.-H., Kuo C.-K., and Mou C.-Y. Chem. Mater. 16 (2004) 654
5. Porrés L., Mongin O., Katan C., Charlot M., Pons T., Mertz J., and Blanchard-Desce M. Org. Lett. 6 (2004) 47
6. Tsuji J. Palladium Reagents and Catalysts: New Perspectives for the 21st Century (2004), Wiley, New York pp. 373-391
7. Muci A.R., and Buchwald S.L. In: Miyaura N. (Ed). Topics in Current Chemistry vol. 219 (2002), Springer-Verlag, Berlin 131-209
8. Hartwig J.F. Angew. Chem., Int. Ed. 37 (1998) 2046
9. Ali M.H., and Buchwald S.L. J. Org. Chem. 66 (2001) 2560
10. Louie J., and Hartwig J.F. Macromolecules 31 (1998) 6737
11. Pd/N-heroarylphosphines:. Rataboul F., Zapf A., Jackstell R., Harkal S., Riermeier T., Monsees A., Dingerdissen U., and Beller M. Chem. Eur. J. 10 (2004) 2983
12. Arduengo III A.J., Harlow R.L., and Kline M. J. Am. Chem. Soc. 113 (1991) 361
13. Arduengo III A.J., Dias H.V.R., and Kline M. J. Am. Chem. Soc. 114 (1992) 5530
14. A.J. Arduengo, III, US Patent 5,182,405 (1993).
15. Arduengo III A.J. Acc. Chem. Res. 32 (1999) 913
16. Regitz M. Angew. Chem., Int. Ed. Engl. 35 (1996) 725
17. Herrmann W.A. Angew. Chem. Int. Ed. 41 (2002) 1290
18. Hillier A.C., Grasa G.A., Viciu M.S., Lee H.M., Yang C., and Nolan S.P. J. Organomet. Chem. 653 (2002) 69
19. Hadei N., Kantchev E.A.B., O'Brien C.J., and Organ M.G. Org. Lett. 7 (2005) 1991
20. Hadei N., Kantchev E.A.B., O'Brien C.J., and Organ M.G. J. Org. Chem. 70 (2005) 8503
21. Böhm V.P.W., Weskamp T., Gstöttmayr C.W.K., and Herrmann W.A. Angew. Chem. Int. Ed. 39 (2000) 1602
22. Böhm V.P.W., Gstöttmayr C.W.K., Weskamp T., and Herrmann W.A. Angew. Chem. Int. Ed. 39 (2001) 3387
23. Huang J., Grasa G.A., and Nolan S.P. Org. Lett. 1 (1999) 1307
24. Grasa G.A., Viciu M.S., Huang J., and Nolan S.P. J. Org. Chem. 66 (2001) 7729
25. Viciu M.S., Kissling R.M., Stevens E.D., and Nolan S.P. Org. Lett. 4 (2002) 2229
26. Stauffer S.R., Lee S., Stambuli J.P., Hauck S.I., and Hartwig J.F. Org. Lett. 2 (2000) 1423
27. Viciu M.S., Kelly III R.A., Stevens E.D., Naud F., Studer M., and Nolan S.P. Org. Lett. 5 (2003) 1479
28. Navarro O., Marion N., Scott N.M., Gonzalez J., Amoroso D., Bell A., and Nolan S.P. Tetrahedron 61 (2005) 9716
29. Viciu M.S., Germaneau R.F., Navarro-Fernadez O., Stevens E.D., and Nolan S.P. Organometallics 21 (2002) 5470
30. Navarro O., Kaur H., Mahjoor P., and Nolan S.P. J. Org. Chem. 69 (2004) 3173
31. Marion N., Navarro O., Mei J., Stevens E.D., Scott N.M., and Nolan S.P. J. Am. Chem. Soc. 128 (2006) 4101
32. Desmarets C., Schneider R., and Fort Y. J. Org. Chem. 67 (2002) 3029
33. Ukai T., Kawazura H., Ishii Y., Bonnet J.J., and Ibers J.A. J. Organomet. Chem. 65 (1974) 253
34. Jafarpour L., Steven E.D., and Nolan S.P. J. Organomet. Chem. 606 (2000) 9
35. Arduengo III A.J., Krafczyk R., and Schmutzler R. Tetrahedron 55 (1999) 14523
36. In: Cornils B., and Herrmann W.A. (Eds). Applied Homogenous Catalysis with Organometallic Compounds (1996), VCH, Weinheim
37. Fu C.G., and Littke A.F. Angew. Chem. Int. Ed. 41 (2002) 4176
38. 6, 100 MHz): 54.7, 114.1, 116.9, 120.8, 127.9, 130.0, 130.6, 131.0, 131.7, 140.5, 159.1.
39. Campeau L.-C., Parisien M., Jean A., and Fagnou K. J. Am. Chem. Soc. 128 (2006) 581
40. Campeau L.-C., Thansandote P., and Fagnou K. Org. Lett. 7 (2005) 1857
41. Kawamura Y., Satoh T., Miura M., and Nomura M. Chem. Lett. (1999) 961
42. Satoh T., Kawamura Y., Miura M., and Nomura M. Angew. Chem. Int. Ed. Engl. 36 (1997) 1740
43. Tsuji J. Palladium Reagents and Catalysts: New Perspectives for the 21st Century (2004), Wiley, New York pp. 184-190
44. Cheprakov A.V. Coord. Chem. Rev. 248 (2004) 2337