Palladium-catalyzed suzuki-type self-coupling of arylboronic acids. A mechanistic study

Journal of Organic Chemistry

Volumn 61, Issue 7, 1996, Pages 2346-2351

  Moreno Mañas, Marcial ^a   Pérez, Montserrat ^a   Pleixats, Roser ^a  

^a UNIVERSITAT AUTÒNOMA DE BARCELONA   (Spain)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0742313889     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo9514329     Document Type: Article

References (37)

1. 3 Carbon Centers. In Comprehensive Organic Synthesis; Trost, B. M., Fleming, I., Eds.; Pergamon Press: Oxford, 1991; Vol. 3, Chapter 2.1.
2. 2 Carbon Centers. Ibid. Vol. 3, Chapter 2.2.
3. 2 Carbon Centers. Ibid. Vol. 3, Chapter 2.3.
4. 2 and sp Carbon Centers. Ibid. Vol. 3, Chapter 2.4.
5. For fundamental papers and recent reviews see: (a) Miyaura, N.; Yanagi, T.; Suzuki, A. Synth Commun. 1981, 11, 513. (b) Miyaura, N.; Yamada, K.; Suginome, H.; Suzuki, A. J. Am. Chem. Soc. 1985, 107, 972. (c) Suzuki, A. Pure Appl. Chem. 1991, 63, 419. (d) Martin, A. R., Yang, Y. Acta Chem. Scand. 1993, 47, 221. (e) Suzuki, A. Pure Appl. Chem. 1994, 66, 213.
6. For fundamental papers and recent reviews see: (a) Miyaura, N.; Yanagi, T.; Suzuki, A. Synth Commun. 1981, 11, 513. (b) Miyaura, N.; Yamada, K.; Suginome, H.; Suzuki, A. J. Am. Chem. Soc. 1985, 107, 972. (c) Suzuki, A. Pure Appl. Chem. 1991, 63, 419. (d) Martin, A. R., Yang, Y. Acta Chem. Scand. 1993, 47, 221. (e) Suzuki, A. Pure Appl. Chem. 1994, 66, 213.
7. For fundamental papers and recent reviews see: (a) Miyaura, N.; Yanagi, T.; Suzuki, A. Synth Commun. 1981, 11, 513. (b) Miyaura, N.; Yamada, K.; Suginome, H.; Suzuki, A. J. Am. Chem. Soc. 1985, 107, 972. (c) Suzuki, A. Pure Appl. Chem. 1991, 63, 419. (d) Martin, A. R., Yang, Y. Acta Chem. Scand. 1993, 47, 221. (e) Suzuki, A. Pure Appl. Chem. 1994, 66, 213.
8. For fundamental papers and recent reviews see: (a) Miyaura, N.; Yanagi, T.; Suzuki, A. Synth Commun. 1981, 11, 513. (b) Miyaura, N.; Yamada, K.; Suginome, H.; Suzuki, A. J. Am. Chem. Soc. 1985, 107, 972. (c) Suzuki, A. Pure Appl. Chem. 1991, 63, 419. (d) Martin, A. R., Yang, Y. Acta Chem. Scand. 1993, 47, 221. (e) Suzuki, A. Pure Appl. Chem. 1994, 66, 213.
9. For fundamental papers and recent reviews see: (a) Miyaura, N.; Yanagi, T.; Suzuki, A. Synth Commun. 1981, 11, 513. (b) Miyaura, N.; Yamada, K.; Suginome, H.; Suzuki, A. J. Am. Chem. Soc. 1985, 107, 972. (c) Suzuki, A. Pure Appl. Chem. 1991, 63, 419. (d) Martin, A. R., Yang, Y. Acta Chem. Scand. 1993, 47, 221. (e) Suzuki, A. Pure Appl. Chem. 1994, 66, 213.
10. See, for instance: (a) Miyaura, N.; Suginome, H ; Suzuki, A. Tetrahedron Lett. 1984, 25, 761. (b) Ishiyama, T.; Abe, S.; Miyaura, N.; Suzuki, A. Chem. Lett. 1992, 691. (c) Oh-e, T.; Miyaura, N.; Suzuki, A. J. Org Chem. 1993, 58, 2201. (d) Moriya, T.; Furuuchi, T.; Miyaura, N.; Suzuki, A. Tetrahedron 1994, 50, 7961.
11. See, for instance: (a) Miyaura, N.; Suginome, H ; Suzuki, A. Tetrahedron Lett. 1984, 25, 761. (b) Ishiyama, T.; Abe, S.; Miyaura, N.; Suzuki, A. Chem. Lett. 1992, 691. (c) Oh-e, T.; Miyaura, N.; Suzuki, A. J. Org Chem. 1993, 58, 2201. (d) Moriya, T.; Furuuchi, T.; Miyaura, N.; Suzuki, A. Tetrahedron 1994, 50, 7961.
12. See, for instance: (a) Miyaura, N.; Suginome, H ; Suzuki, A. Tetrahedron Lett. 1984, 25, 761. (b) Ishiyama, T.; Abe, S.; Miyaura, N.; Suzuki, A. Chem. Lett. 1992, 691. (c) Oh-e, T.; Miyaura, N.; Suzuki, A. J. Org Chem. 1993, 58, 2201. (d) Moriya, T.; Furuuchi, T.; Miyaura, N.; Suzuki, A. Tetrahedron 1994, 50, 7961.
13. See, for instance: (a) Miyaura, N.; Suginome, H ; Suzuki, A. Tetrahedron Lett. 1984, 25, 761. (b) Ishiyama, T.; Abe, S.; Miyaura, N.; Suzuki, A. Chem. Lett. 1992, 691. (c) Oh-e, T.; Miyaura, N.; Suzuki, A. J. Org Chem. 1993, 58, 2201. (d) Moriya, T.; Furuuchi, T.; Miyaura, N.; Suzuki, A. Tetrahedron 1994, 50, 7961.
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37. Biphenyls 3b-e showed mp's coincident to those reported in Aldrich or Lancaster catalogs.