Aminoborane σ complexes: Significance of hydride co-ligands in dynamic processes and dehydrogenative borylene formation

Organometallics

Volumn 32, Issue 6, 2013, Pages 1583-1586

  Addy, David A ^a   Bates, Joshua I ^a   Kelly, Michael J ^a   Riddlestone, Ian M ^a   Aldridge, Simon ^a  

^a UNIVERSITY OF OXFORD   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

ACTIVATION BARRIERS; AMINOBORANES; BOND METATHESIS; BORYLENE COMPLEXES; BORYLENES; CO-LIGANDS; DYNAMIC PROCESS;

HYDRIDES; RUTHENIUM; RUTHENIUM COMPOUNDS; SYNTHESIS (CHEMICAL);

CHLORINE COMPOUNDS;

EID: 84875459677     PISSN: 02767333     EISSN: 15206041     Source Type: Journal    
DOI: 10.1021/om400040q     Document Type: Article

References (54)

1. Braunschweig, H.; Kollann, C.; Rais, D. Angew. Chem., Int. Ed. 2006, 45, 5254
2. Aldridge, S.; Kays, D. L. Main Group Chem. 2006, 5, 223
3. Braunschweig, H.; Kollann, C.; Seeler, F. Struct. Bonding (Berlin) 2008, 130, 1
4. Vidovic, D.; Pierce, G. A.; Aldridge, S. Chem. Commun. 2009, 1157
5. Braunschweig, H.; Dewhurst, R. D.; Schneider, A. Chem. Rev. 2010, 110, 3924
6. Apostolico, L.; Braunschweig, H.; Crawford, A. G.; Herbst, T.; Rais, D. Chem. Commun. 2008, 497
7. Alcaraz, G.; Helmstedt, U.; Clot, E.; Vendier, L.; Sabo-Etienne, S. J. Am. Chem. Soc. 2008, 130, 12878
8. See for example: Calimano, E.; Tilley, T. D. J. Am. Chem. Soc. 2009, 131, 11161
9. O'Neill, M.; Addy, D. A.; Kelly, M.; Riddlestone, I.; Phillips, N.; Aldridge, S. J. Am. Chem. Soc. 2011, 133, 11500
10. For a review of metal-catalyzed hydroboration chemistry see: Burgess, K.; Ohlmeyer, M. J. Chem. Rev. 1991, 91, 1179
11. Montiel-Palma, V.; Lumbierres, M.; Donnadieu, B.; Sabo-Etienne, S.; Chaudret, B. J. Am. Chem. Soc. 2002, 124, 5624
12. Lachaize, S.; Essalah, K.; Montiel-Palma, V.; Vendier, L.; Chaudret, B.; Barthelat, J.-C.; Sabo-Etienne, S. Organometallics 2005, 24, 2935
13. Alcaraz, G.; Clot, E.; Helmstedt, U.; Vendier, L.; Sabo-Etienne, S. J. Am. Chem. Soc. 2007, 129, 8704
14. Hesp, K. D.; Rankin, M. A.; McDonald, R.; Stradiotto, M. Inorg. Chem. 2008, 47, 7471
15. Gloaguen, Y.; Alcaraz, G.; Vendier, L.; Sabo-Etienne, S. J. Organomet. Chem. 2009, 694, 2839
16. Alcaraz, G.; Vendier, L.; Clot, E.; Sabo-Etienne, S. Angew. Chem., Int. Ed. 2010, 49, 918
17. Alcaraz, G.; Chaplin, A. B.; Stevens, C. J.; Clot, E.; Vendier, L.; Weller, A. S.; Sabo-Etienne, S. Organometallics 2010, 29, 5591
18. Vidovic, D.; Addy, D. A.; Krämer, T.; McGrady, J.; Aldridge, S. J. Am. Chem. Soc. 2011, 133, 8494
19. Bénac-Lestrille, G.; Helmstedt, U.; Vendier, L.; Alcaraz, G.; Clot, E.; Sabo-Etienne, S. Inorg. Chem. 2011, 50, 11039
20. MacInnis, M. C.; McDonald, R.; Ferguson, M. J.; Tobisch, S.; Turculet, L. J. Am. Chem. Soc. 2011, 133, 13622
21. Gloguen, Y.; Alcaraz, G.; Petit, A. S.; Clot, E.; Coppel, Y.; Vendier, L.; Sabo-Etienne, S. J. Am. Chem. Soc. 2011, 133, 17232
22. Bontemps, S.; Vendier, L.; Sabo-Etienne, S. Angew. Chem., Int. Ed. 2012, 51, 1671
23. Perutz, R. N.; Sabo-Etienne, S. Angew. Chem., Int. Ed. 2007, 46, 2578
24. Lin, Z. Struct. Bonding (Berlin) 2008, 130, 123
25. Alcaraz, G.; Sabo-Etienne, S. Coord. Chem. Rev. 2008, 252, 2395
26. Pandey, K. K. Coord. Chem. Rev. 2009, 253, 37
27. Alcaraz, G.; Grellier, M.; Sabo-Etienne, S. Acc. Chem. Res. 2009, 42, 1640
28. Alcaraz, G.; Sabo-Etienne, S. Angew. Chem., Int. Ed. 2010, 49, 7170
29. Tang, C. Y.; Thompson, A. L.; Aldridge, S. Angew. Chem., Int. Ed. 2010, 49, 921
30. Tang, C. Y.; Thompson, A. L.; Aldridge, S. J. Am. Chem. Soc. 2010, 132, 10578
31. Tang, C. Y.; Phillips, N.; Bates, J. I.; Thompson, A. L.; Gutmann, M. J.; Aldridge, S. Chem. Commun. 2012, 48, 8096
32. Tang, C. Y.; Phillips, N.; Kelly, M. J.; Aldridge, S. Chem. Commun. 2012, 48, 11199
33. For other examples of aminoborane complexes see refs 7f,7g and: Stevens, C. J.; Dallanegra, R.; Chaplin, A. B.; Weller, A. S.; Macgregor, S. A.; Ward, B.; McKay, D.; Alcaraz, G.; Sabo-Etienne, S. Chem. Eur. J. 2011, 17, 3011
34. For a recent review, see: Staubitz, A.; Robertson, A. P. M.; Manners, I. Chem. Rev. 2010, 110, 4079
35. Hebden, T. J.; Denney, M. C.; Pons, V.; Piccoli, P. M. B.; Koetzle, T. F.; Schultz, A. J.; Kaminsky, W.; Goldberg, K. I.; Heinekey, D. M. J. Am. Chem. Soc. 2008, 130, 10812
36. Hartwig, J. F.; DeGala, S. R. J. Am. Chem. Soc. 1994, 116, 3661
37. Lantero, D. R.; Motry, D. H.; Ward, D. L.; Smith, M. R., III J. Am. Chem. Soc. 1994, 116, 10811
38. Lantero, D. R.; Ward, D. L.; Smith, M. R., III J. Am. Chem. Soc. 1997, 119, 9699
39. Scolari, E.; Gauthier, S.; Scopelliti, R.; Severin, K. Organometallics 2009, 28, 4519
40. Maringgele, W.; Noltemeyer, M.; Teichgraber, J.; Meller, A. Main Group Met. Chem. 2000, 23, 735
41. Jaska, C. A.; Temple, K.; Lough, A. J.; Manners, I. J. Am. Chem. Soc. 2003, 125, 9424
42. Pasumansky, L.; Haddenham, D.; Clary, J. W.; Fisher, G. B.; Goralski, C. T.; Singaram, B. J. Org. Chem. 2008, 73, 1898
43. B 37.7 ppm)
44. B 41.8 ppm)
45. Zettler, F.; Hess, H. Chem. Ber. 1975, 108, 2269
46. Cordero, B.; Gómez, V.; Platero-Prats, A. E.; Revés, M.; Echeverría, J.; Cremandes, E.; Barrigán, F.; Alvarez, S. Dalton Trans. 2008, 2832
47. Pierce, G. A.; Vidovic, D.; Kays, D. L.; Coombs, N. D.; Thompson, A. L.; Jemmis, E. D.; De, S.; Aldridge, S. Organometallics 2009, 28, 2947
48. Vidovic, D.; Pierce, G. A.; Coombs, N. D.; Kays, D. L.; Thompson, A. L.; Stasch, A.; Aldridge, S. Main Group Chem. 2010, 9, 57
49. For an early example of the hydroboration of an unsaturated C-C bond by a metal σ-borane complex, see: Hartwig, J. F.; Muhoro, C. N. Organometallics 2000, 19, 30
50. See also: Arliguie, T.; Chaudret, B.; Jalon, F. A.; Otero, A.; Lopez, J. A.; Lahoz, F. J. Organometallics 1991, 10, 1888
51. Hartwig, J. F. In Organotransition Metal Chemistry; University Science Books: Sausalito, CA, 2010.
52. For a related example of TBE insertion, see: Sewell, L. J.; Chaplin, A. B.; Weller, A. S. Dalton Trans. 2011, 40, 7499
53. Irvine, G. J.; Roper, W. R.; Wright, L. J. Organometallics 1997, 16, 2291
54. Hartwig, J. F.; Bhandari, S.; Rablen, P. R. J. Am. Chem. Soc. 1994, 116, 1839-1844