An easily prepared, air and moisture stable, resin-bound palladium catalyst for Suzuki cross-coupling reactions

Tetrahedron Letters

Volumn 40, Issue 32, 1999, Pages 5813-5816

  Zhang, Tony Y ^a   Allen, Matthew J ^a  

^a ELI LILLY AND COMPANY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

PALLADIUM; RESIN; THIOUREA;

AIR; ARTICLE; CATALYSIS; CATALYST; CHEMICAL REACTION; CHEMICAL STRUCTURE; MOISTURE; REACTION ANALYSIS; SYNTHESIS;

LATEOLABRAX JAPONICUS;

EID: 0033529906     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(99)01147-8     Document Type: Article

References (17)

1. Heck, R. F. Palladium Reagents in Organic Synthesis, Academic Press: 1985, London.
2. Miyaura, N.; Suzuki. A. Chem. Rev. 1995, 95, 2457.
3. (a) Huff, B. E.; Koenig, T. M.; Mitchell, D.; Staszak, M. A. Org. Syn. 1998, 75, 53;
4. (b) Goodson, F. E.; Wallow, T. I.; Novak, B. M. Org. Syn. 1998, 75, 61.
5. (a) Bruner, H.; Bailar, J. C. Jr. Inorg. Chem. 1973, 12, 1465.
6. (b) Kaneda, K.; Kurosaki, H. Terasawa, M. Imanaka, T. Teranishi, S. J. Org. Chem. 1981, 46, 2356.
7. Jang, S-B. Tetrahedron Lett. 1997, 38,1793.
8. Fenger, I.; Le Drian, C. Tetrahedron Lett. 1998, 39, 4287.
9. Deloxan THP® II was purchased from Degussa A.-G.
10. (a) Gabriele, B.; Giuseppe, S.; Costa, M.; Chiusoli, G. P. J. Organometallic Chem. 1995, 503, 21.
11. (b) De Munno, G.; Gabriele, B.; Salerno, G. Inorg. Chim. Acta. 1995, 234, 181.
12. Panster, P.; Wieland, S. Eur. Pat. Appl. EP 507132 A2 921007. CA:119:140357.
13. 11.
14. 12O: C, 87.91; H, 5.21. Found: C, 87.22; H, 5.48.
15. Palladium content was determined by Graphite Furnace Atomic Absorption method (GFAA).
16. After three cycles, Pd content of the catalyst dropped by 33%, most probably through leaching into aqueous phase upon workup.
17. No noticeable loss of activity was observed after storing the fresh catalyst at room temperature under normal atmosphere for 4 months.