1,1-diboration of isocyanides with [2] borametalloarenophanes

Organometallics

Volumn 29, Issue 4, 2010, Pages 934-938

  Bauer, Florian ^a   Braunschweig, Holger ^a   Schwab, Katrin ^a  

^a UNIVERSITY OF WÜRZBURG   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

DIBORATION; ISOCYANIDES; MULTINUCLEAR NMR SPECTROSCOPY;

CYANIDES; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY;

X RAY DIFFRACTION ANALYSIS;

EID: 76849114199     PISSN: 02767333     EISSN: 15206041     Source Type: Journal    
DOI: 10.1021/om9009813     Document Type: Article

References (76)

1. (a) Burgess, K.; Ohlmeyer, M. J. Chem. Rev. 1991, 91, 1179-1191.
2. (b) Torrent, M.; Sola, M.; Frenking, G. Chem. Rev. 2000, 100, 439-493.
3. (c) Braunschweig, H.; Colling, M. Coord. Chem. Rev. 2001, 223, 1-51.
4. (d) Crudden, C. M.; Edwards, D. Eur. J. Org. Chem. 2003, 4695-4712.
5. (e) Carroll, A. M.; O'Sullivan, T. P.; Guiry, P. J. Adv. Synth. Catal. 2005, 347, 609-631.
6. (f) Vogels, C. M.; Westeott, S. A. Curr. Org. Chem. 2005, 9, 687-699.
7. (g) Miyaura, N. Bull. Chem. Soc. Jpn. 2008, 81, 1535-1553.
8. (h) Thomas, S. P.; Aggarwal, V. K. Angew. Chem., Int. Ed. 2009, 48, 1896-1898.
9. (a) Marder, T. B.; Norman, N. C. Top. Catal. 1998, 5, 63-73.
10. (b) Matos, K.; Burkhardt, E. R., Chim. Oggi 2005, 23, 12-13, 15;
11. (c) Ishiyama, T.; Miyaura, N. Pure Appl. Chem. 2006, 78, 1369-1375.
12. (d) Burks, H. E.; Morken, J. P. Chem. Commun. 2007, 4717-4725.
13. (e) Tobisu, M.; Chatani, N. Angew. Chem., Int. Ed. 2009, 48, 3565-3568.
14. (f) Dang, L.; Lin, Z.; Marder, T. B. Chem. Commun. 2009, 3987-3995.
15. (g) Beletskaya, I.; Moberg, C. Chem. Rev. 2006, 106, 2320-2354.
16. (h) Ishiyama, T.; Miyaura, N. Chem. Rec 2004, 3, 271-280.
17. (i) Ramirez, J.; Lillo, V.; Segarra, A. M.; Fernandez, E. C. R. Chim. 2007, 10, 138-151.
18. (j) Marder, T. B. In Specialist Periodical Reports: Organometallic Chemistry; Fairlamb, I. J. S., Lynam, J. M., Eds.; Royal Society of Chemistry: Cambridge, U.K., 2008; Vol. 34, pp 46-57.
19. (a) Ishiyama, T.; Matsuda, N.; Miyaura, N.; Suzuki, A. J. Am. Chem. Soc. 1993, 115, 11018-11019.
20. (b) Baker, R. T.; Nguyen, P.; Marder, T. B.; Westcott, S. A. Angew. Chem., Int. Ed. 1995, 34, 1336-1338.
21. (a) Ishiyama, T.; Matsuda, N.; Murata, M.; Ozawa, F.; Suzuki, A.; Miyaura, N. Organometallics 1996, 15, 713-720.
22. (b) Lesley, M. J. G.; Nguyen, P.; Taylor, N. J.; Marder, T. B.; Scott, A. J.; Clegg, W.; Norman, N. C. Organometallics 1996, 15, 5137-5154.
23. (c) Iverson, C. N.; Smith, M. R. III Organometallics 1996, 15, 5155-5165.
24. (d) Thomas, R. L.; Souza, F. E. S.; Marder, T. B. J. Chem. Soc., Dalton Trans. 2001, 1650-1656.
25. (e) Marder, T. B.; Norman, N. C.; Rice, C. R. Tetrahedron Lett. 1998, 39, 155-158.
26. (f) Lawson, Y. G.; Lesley, M. J. G.; Norman, N. C.; Rice, C. R.; Marder, T. B. Chem. Commun. 1997, 2051-2052.
27. (g) Braunschweig, H.; Kupfer, T.; Lutz, M.; Radacki, K.; Seeler, F.; Sigritz, R. Angew. Chem., Int. Ed. 2006, 45, 8048-8051.
28. (a) Anderson, K. M.; Lesley, M. J. G.; Norman, N. C.; Orpen, A. G.; Starbuck, J. New J. Chem. 1999, 23, 1053-1055.
29. (b) Baker, T.; Nguyen, P.; Marder, T. B.; Westeott, S. A. Angew. Chem., Int. Ed. 1995, 34, 1336-1338.
30. (c) Corberan, R.; Ramirez, J.; Poyatos, M.; Peris, E.; Fernandez, E. Tetrahedron: Asymmetry 2006, 17, 1759-1762.
31. (d) Dang, L.; Zhao, H.,; Lin, Z.; Marder, T. B. Organometallics 2008, 27, 1178-1186.
32. (e) Ishiyama, T.; Yamamoto, M.; Miyaura, N. Chem. Commun. 1996, 2073-2074.
33. (f) Ishiyama, T.; Yamamoto, M.; Miyaura, N. Chem. Commun. 1997, 689-690.
34. (g) Ishiyama, T.; Momota, S.; Miyaura, N. Synlett 1999, 1790-1792.
35. (h) Iverson, C. N.; Smith, M. R. III Organometallics 1997, 16, 2757-2759.
36. (i) Lillo, V.; Fructos, M. R.; Ramirez, J.; Braga, A. A. C.; Maseras, F.; Mar DiazRequejo, M.; Perez, P. J.; Fernandez, E. Chem. Eur. J. 2007, 13, 2614-2621.
37. (j) Mann, G.; John, K. D.; Baker, R. T. Org. Lett. 2000, 2, 2105-2108.
38. (k) Morgan, J. B.; Miller, S. P.; Morken, J. P. J. Am. Chem. Soc. 2003, 125, 8702-8703.
39. (l) Nguyen, P.; Coapes, R. B.; Woodward, A. D.; Taylor, N. J.; Burke, J. M.; Howard, J. A. K.; Marder, T. B. J. Organomet. Chem. 2002, 652, 77-85.
40. (m) Ramirez, J.; Corberan, R.; Sanau, M.; Peris, E.; Fernandez, E. Chem. Commun. 2005, 3056-3058.
41. (n) Trudeau, S.; Morgan, J. B.; Shrestha, M.; Morken, J. P. J. Org. Chem. 2005, 70, 9538-9544.
42. (a) Laitar, D. S.; Mueller, P.; Sadighi, J. P. J. Am. Chem. Soc. 2005, 127, 17196-17197.
43. (b) Laitar, D. S.; Tsui, E. Y.; Sadighi, J. P. J. Am. Chem. Soc. 2006, 128, 11036-11037.
44. (c) Zhao, H.; Lin, Z.; Marder, T. B. J. Am. Chem. Soc. 2006, 128, 15637-15643.
45. Braunschweig, H.; Kupfer, T. J. Am. Chem. Soc. 2008, 130, 4242-4243.
46. (a) Ito, H.; Yamanaka, H.; Tateiwa, J.; Hosomi, A. Tetrahedron Lett. 2000, 41, 6821-6825.
47. (b) Ali, H. A.; Goldberg, I.; Srebnik, M. Organometallics 2001, 20, 3962-3965.
48. (c) Takahashi, K.; Ishiyama, T.; Miyaura, N. Chem. Lett. 2000, 982-983.
49. (d) Takahashi, K.; Ishiyama, T.; Miyaura, N. J. Organomet. Chem. 2001, 625, 47-53.
50. (e) Kabalka, G. W.; Das, B. C.; Das, S. Tetrahedron Lett. 2002, 43, 2323-2325.
51. (f) Bell, N. J.; Cox, A. J.; Cameron, N. R.; Evans, J. S. O.; Marder, T. B.; Duin, M. A.; Elsevier, C. J.; Bauoherel, X.; Tulloch, A. A. D.; Tooze, R. P. Chem. Commun. 2004, 1854-1855.
52. (g) Hirano, K.; Yorimitsu, H.; Oshima, K. g. Lett. 2007, 9, 5031-5033.
53. (h) Mun, S.; Lee, J. E.; Yun, J. Org. Lett. 2006, 8, 4887-4889.
54. Lee, J. E.; Kwon, J.; Yun, J. Chem. Commun. 2008, 733-734.
55. (j) Lee, J. E.; Yun, J. Angew. Chem., Int. Ed. 2008, 47, 145-147.
56. (k) Dang, L.; Lin, Z.; Marder, T. B. Organometallics 2008, 27, 4443-4454.
57. (l) Shiomi, T.; Adachi, T.; Toribatake, K.; Zhou, L.; Nishiyama, H. Chem. Commun. 2009, 5987-5989.
58. (m) Gao, M.; Thorpe, S. B.; Santos, W. L. Org. Lett. 2009, 11, 3478-3481.
59. (n) Chea, H.; Sim, H. S.; Yun, J. Adv. Synth, Catal, 2009, 351, 855-858.
60. (o) Lee, K. S.; Zhugralin, A. R.; Hoveyda, A. H. J. Am. Chem. Soc. 2009, 131, 7253-7255.
61. Luckert, S.; Eversheim, E.; Mueller, M.; Redenz-Stormanns, B.; Englert, U.; Paetzold, P. Chem. Ber. 1995, 128, 1029-1035.
62. Paetzold, P.; Redenz-Stormanns, B.; Boese, R. Angew. Chem. 1990, 702, 910-911.
63. Teichmann, J.; Stock, H.; Pritzkow, H.; Siebert, W. Eur. J. Inorg. Chem. 1998, 459-463.
64. Finckh, W.; Tang, B. Z.; Lough, A.; Manners, I. Organometallics 1992, 11, 2904-2911.
65. Braunschweig, H.; Kupfer, T. Organometallics 2007, 26, 4634-4638.
66. Herberhold, M.; Dörfler, U.; Wrackmeyer, B. J. Organomet. Chem. 1991, 530, 117-120.
67. Braunschweig, H.; Seeler, F.; Sigritz, R. J. Organomet. Chem. 2007, 692, 2354-2356.
68. Braunschweig, H.; Hornberger, M.; Hu, C.; Zheng, X.; Gullo, E.; Clentsmith, G. K. B.; Lutz, M. Organometallics 2004, 23, 1968-1970.
69. (a) Braunschweig, H.; Lutz, M.; Radacki, K.; Schaumloeffel, A.; Seeler, F.; Unkelbach, C. Organometallics 2006, 25, 4433-4435.
70. (b) Braunschweig, H.; Kaupp, M.; Adams, C. J.; Kupfer, T.; Radacki, K.; Schinzel, S. J. Am. Chem. Soc. 2008, 130, 11376-11393.
71. Braunschweig, H.; Lutz, M.; Radacki, K. Angew. Chem., Int. Ed. 2005, 44, 5647-5651.
72. Braunschweig, H.; Kupfer, T.; Radacki, K. Angew. Chem., Int. Ed. 2007, 46, 1630-1633.
73. Quast, H.; Meichsner, G.; Seiferling, B. Chem, Ber. 1987, 120, 217-223.
74. Fukuda, T.; Homma, S.; Kobayashi, N. Chem, Commun. 2003, 1574-1575.
75. Ruiz-Valero, C.; Gutierrez-Puebla, E.; Monge, A. Acta Crystallagr., Sect. C: Cryst, Struct, Commun. 1983, C39, 793-794.
76. Sheldrick, G. M. Acta Crystallogr., Sect. A: Found. Crystallogr. 2008, A64, 112-122.