Manganese-catalyzed oxidative homo-coupling of aryl Grignard chlorides

Journal of Organometallic Chemistry

Volumn 694, Issue 5, 2009, Pages 599-603

  Zhou, Zhiming ^a   Xue, Weizhe ^a  

^a BEIJING INSTITUTE OF TECHNOLOGY   (China)

Author keywords

Catalytic reaction; Homo coupling reaction; Manganese; Organomagnesium chlorides

Indexed keywords

BROMINE COMPOUNDS; CATALYSIS; MAGNESIUM; MAGNESIUM PRINTING PLATES; MANGANESE; OPTICAL FILTERS;

ARYL CHLORIDES; BIARYLS; CATALYTIC REACTION; DICHLOROETHANE; GRIGNARD; GRIGNARD REAGENTS; HOMO-COUPLING REACTION; MAGNESIUM CHLORIDES; MANGANESE CHLORIDES; ORGANOMAGNESIUM CHLORIDES;

CHLORINE COMPOUNDS;

EID: 59849089977     PISSN: 0022328X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.jorganchem.2008.12.021     Document Type: Article

References (43)

1. Nicolaou K.C., Boddy C.N.C., Brase S., and Winssinger N. Angew. Chem., Int. Ed. 38 (1999) 2096
2. Pu L. Chem. Rev. 98 (1998) 2405
3. Tsuji J. Palladium Reagents and Catalyst (1995), John Wiley and Sons, New York
4. Nagano T., and Hayashi T. Org. Lett. 7 (2005) 491
5. Fürstner A., Leitner A., Méndez M., and Krause H. J. Am. Chem. Soc. 124 (2002) 13856
6. Nakamura M., Matsuo K., Ito S., and Nakamura E. J. Am. Chem. Soc. 126 (2004) 3686
7. Cepanec I., Litvić M., Udiković J., Pogorelić I., and Lovrić M. Tetrahedron 63 (2007) 5614
8. Hidehiro S., Hironori T., and Tatsuya T. J. Organomet. Chem. 692 (2007) 368
9. Xu X., Cheng D., and Pei W. J. Org. Chem. 71 (2006) 6637
10. Li J.-H., Xie Y.-X., and Yin D.-L. J. Org. Chem. 68 (2003) 9867
11. Silveira P.B., Lando V.R., Dupont J., and Monteiro A.L. Tetrahedron Lett. 43 (2002) 2327
12. Ma N., Duan Z., and Wu Y.-J. J. Organomet. Chem. 691 (2006) 5697
13. Masahiko I., Hiroki O., Koichi S., Nobue N., and Masaji O. Bull. Chem. Soc. Jpn. 63 (1990) 80
14. Kanth S., Reddy R., Yakaiah G.V., Narsaiah T., and Rao B. Synthetic Commun. 36 (2006) 3079
15. Ullmann F. Ber. 36 (1903) 2389
16. Miyaura N., and Suzuki A. Chem.Rev. 95 (1995) 2457
17. Farina V. Pure Appl. Chem. 68 (1996) 73
18. Negishi E. Acc. Chem. Res. 15 (1982) 340
19. Hassan J., Penalva V., Lavenot L., Gozzi C., and Lemaire M. Tetrahedron 54 (1998) 13793
20. Luo F.-T., Jeevanandam A., and Basu M.K. Tetrahedron Lett. 39 (1998) 7939
21. Venkatraman S., and Li C.-J. Org. Lett. 1 (1999) 1133
22. Hennings D.D., Iwama T., and Rawal V.H. Org. Lett. 1 (1999) 1205
23. Boger D.L., Goldberg J., and Andersson C.-M. J. Org. Chem. 64 (1999) 2422
24. Hassan J., Hathroubi C., Gozzi C., and Lemaire M. Tetrahedron 57 (2001) 7845
25. Massicot F., Schneider R., Fort Y., Illy-Cherrey S., and Tillement O. Tetrahedron 57 (2001) 531
26. Lin G.-Q., and Hong R. J. Org. Chem. 66 (2001) 2877
27. Howarth J., James P., and Dai J. Tetrahedron Lett. 41 (2000) 10319
28. Massicot F., Schneider R., and Fort Y. J. Chem. Res. (1999) 664
29. Krasovskiy A., Tishkov A., Amo V.D., Mayr H., and Knochel P. Angew. Chem. Int. Ed. 45 (2006) 5010
30. Ackermann L., Born R., Spatz J.H., and Meyer D. Angew. Chem. Int. Ed. 44 (2005) 7216
31. Cahiez G., Luart D., and Lecomte F. Org. Lett. 6 (2004) 4395
32. Rieke R.D., Suh Y.S., and Kim S.H. Tetrahedron Lett. 46 (2005) 5961
33. Kim S.H., and Rieke R.D. J. Org. Chem. 65 (2000) 2322
34. Cahiez G., Lepifre F., and Ramiandrasoa P. Synthesis (1999) 2138
35. Hoffmann R.W., and Hoelzer B. J. Am. Chem. Soc. 124 (2002) 4204
36. Yuan Y., and Bian Y.-B. Appl. Organomet. Chem. 22 (2008) 15
37. Colon I., and Kelsey D.R. J. Org. Chem. 51 (1986) 2627
38. Chao C.S., Cheng C.H., and Chang C.T. J. Org. Chem. 48 (1983) 4904
39. Nida Q., Sudip M., and Yoel S. Adv. Synth. Catal. 344 (2002) 1079
40. Lourak M., Vanderesse R., Fort Y., and Caubere P. J. Org. Chem. 54 (1989) 4840
41. Bamfield P., and Quan P.M. Synthesis 7 (1978) 537
42. For β-Halogen elimination on manganese species, see:. Snider B.B., and Dombroski M.A. J. Org. Chem. 52 (1987) 5487
43. Rieke R.D., and Bales S.E. J. Am. Chem. Soc. 96 (1974) 1775