Aromatic C-H borylation catalyzed by hydrotris(pyrazolyl)borate complexes of rhodium and iridium

Bulletin of the Chemical Society of Japan

Volumn 79, Issue 12, 2006, Pages 1980-1982

  Murata, Miki ^a   Odajima, Hiroki ^a   Watanabe, Shinji ^a   Masuda, Yuzuru ^a  

^a KITAMI INSTITUTE OF TECHNOLOGY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ARENES; DEHYDROGENATIVE COUPLING; PYRAZOLYL RINGS; SUBSTITUENTS;

AROMATIC COMPOUNDS; CATALYSIS; COMPLEXATION; IRIDIUM COMPOUNDS; RHODIUM COMPOUNDS;

BORATE MINERALS;

4,4,5,5 TETRAMTHYL 1,3,2 DIOXABORANE DERIVATIVE; BORANE DERIVATIVE; BORIC ACID; CARBON; HYDROGEN; IRIDIUM; POLYCYCLIC AROMATIC HYDROCARBON DERIVATIVE; RHODIUM;

ARTICLE; CATALYSIS; CHEMICAL ANALYSIS; CHEMICAL REACTION; GAS CHROMATOGRAPHY; MASS SPECTROMETRY; PROTON NUCLEAR MAGNETIC RESONANCE; SYNTHESIS;

EID: 33845568148     PISSN: 00092673     EISSN: 13480634     Source Type: Journal    
DOI: 10.1246/bcsj.79.1980     Document Type: Article

References (29)

1. N. Miyaura, A. Suzuki, Chem. Rev. 1995, 95, 2457.
2. T. Ishiyama, N. Miyaura, Chem. Rec. 2004, 3, 271.
3. a) M. Murata, S. Watanabe, Y. Masuda, J. Org. Chem. 1997, 62, 6458.
4. b) M. Murata, T. Oyama, S. Watanabe, Y. Masuda, J. Org. Chem. 2000, 65, 164.
5. c) O. Baudoin, D. Guénard, F. Guéritte, J. Org. Chem. 2000, 65, 9268.
6. d) P.-E. Broutin, I. Čerña, M. Campaniello, F. Leroux, F. Colobert, Org. Lett. 2004, 6, 4419.
7. a) C. N. Iverson, M. R. Smith, III, J. Am. Chem. Soc. 1999, 121, 7696.
8. b) J.-Y. Cho, C. N. Iverson, M. R. Smith, III, J. Am. Chem. Soc. 2000, 122, 12868.
9. a) H. Chen, S. Schlecht, T. C. Semple, J. F. Hartwig, Science 2000, 287, 1995.
10. b) M. K. Tse, J.-Y. Cho, M. R. Smith, III, Org. Lett. 2001, 3, 2831.
11. c) J. F. Hartwig, K. S. Cook, M. Hapke, C. D. Incarvito, Y. Fan, C. E. Webster, M. B. Hall, J. Am. Chem. Soc. 2005, 127, 2538.
12. S. Shimada, A. S. Batsanov, J. A. K. Howard, T. B. Marder, Angew. Chem., Int. Ed. 2001, 40, 2168.
13. a) T. Ishiyama, J. Takagi, K. Ishida, N. Miyaura, N. R. Anastasi, J. F. Hartwig, J. Am. Chem. Soc. 2002, 124, 390.
14. b) T. Ishiyama, J. Takagi, J. F. Hartwig, N. Miyaura, Angew. Chem., Int. Ed. 2002, 41, 3056.
15. c) J. Takagi, K. Sato, J. F. Hartwig, T. Ishiyama, N. Miyaura, Tetrahedron Lett. 2002, 43, 5649.
16. d) T. Ishiyama, Y. Nobuta, J. F. Hartwig, N. Miyaura, Chem. Commun. 2003, 2924.
17. e) T. Ishiyama, J. Takagi, Y. Yonekawa, J. F. Hartwig, N. Miyaura, Adv. Synth. Catal. 2003, 345, 1103.
18. f) K. Mertins, A. Zapf, M. Beller, J. Mol. Catal. A: Chem. 2004, 207, 21.
19. g) T. M. Boller, J. M. Murphy, M. Hapke, T. Ishiyama, N. Miyaura, J. F. Hartwig, J. Am. Chem. Soc. 2005, 127, 14263.
20. a) J.-Y. Cho, M. K. Tse, D. Holmes, R. E. Maleczka, Jr., M. R. Smith, III, Science 2002, 295, 305.
21. b) R. E. Maleczka, Jr., F. Shi, D. Holmes, M. R. Smith, III, J. Am. Chem. Soc. 2003, 125, 7792.
22. S. Trofimenko, Chem. Rev. 1993, 93, 943.
23. I-diene complexes containing Tp ligands, see: a) J. S. Wiley, W. J. Oldham, Jr., D. M. Heinekey, Organometallics 2000, 19, 1670.
24. b) M. D. S. María, R. M. Claramunt, J. A. Campo, M. Cano, R. Criado, J. V. Heras, P. Ovejero, E. Pinilla, M. R. Torres, J. Organomet. Chem. 2000, 605, 117.
25. c) M. Paneque, P. J. Perez, A. Pizzano, M. L. Poveda, S. Taboada, M. Trujillo, E. Carmona, Organometallics 1999, 18, 4304.
26. d) M. Paneque, M. L. Poveda, V. Salazar, S. Taboada, E. Carmona, E. Gutierrez-Puebla, A. Monge, C. Ruiz, Organometallics 1999, 18, 139.
27. R. B. King, A. Bond, J. Organomet. Chem. 1974, 73, 115.
28. A. Albinati, M. Bovens, H. Rüegger, L. M. Venanzi, Inorg. Chem. 1997, 36, 5991.
29. M. Murata, T. Oyama, S. Watanabe, Y. Masuda, Synth. Commun. 2002, 32, 2513.