Rhodium silyl boryl hydride complexes: Comparison of bonding and the rates of elimination of borane, silane, and dihydrogen

Angewandte Chemie - International Edition

Volumn 43, Issue 41, 2004, Pages 5474-5477

  Cook, Kevin S ^a   Incarvito, Christopher D ^a   Webster, Charles Edwin ^b   Fan, Yubo ^b   Hall, Michael B ^b   Hartwig, John F ^a  

^a YALE UNIVERSITY   (United States)

^b TEXAS A AND M UNIVERSITY   (United States)

Author keywords

Boron; Density functional calculations; Hydride ligands; Rhodium; Si ligands

Indexed keywords

CHEMICAL BONDS; COMPLEXATION;

B-H BONDING; PINACOLBORANE;

SILANES;

BORANE DERIVATIVE; RHODIUM; SILANE DERIVATIVE;

ARTICLE; CHEMICAL BOND; COMPLEX FORMATION; DEHYDROGENATION; DENSITY FUNCTIONAL THEORY; HYDROBORATION; HYDROGENATION; NEUTRON DIFFRACTION; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PINACOL REARRANGEMENT; X RAY CRYSTALLOGRAPHY;

BORANES; CRYSTALLOGRAPHY, X-RAY; HYDROGEN; MODELS, MOLECULAR; MOLECULAR CONFORMATION; ORGANOMETALLIC COMPOUNDS; RHODIUM; SILANES;

EID: 8444242202     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200460430     Document Type: Article

References (34)

1. G. J. Kubas, Metal-dihydrogen and sigma-bond complexes: structure, theory, and reactivity, Kluwer Academic, New York, 2001.
2. D. M. Heinekey, W. J. Oldham, Chem. Rev. 1993, 93, 913.
3. H. Schubert, Adv. Organomet. Chem. 1990, 30, 151.
4. V. Montiel-Palma, M. Lumbierres, B. Donnadieu, S. Sabo-Etienne, B. Chaudret, J. Am. Chem. Soc. 2002, 124, 5624.
5. J. F. Hartwig, C. N. Muhoro, Organometallics 2000, 19, 30.
6. M. Shimoi, S.-i. Nagai, M. Ichikawa, Y. Kawano, K. Katoh, M. Uruichi, H. Ogino, J. Am. Chem. Soc. 1999, 121, 11704.
7. C. N. Muhoro, X. M. He, J. F. Hartwig, J. Am. Chem. Soc. 1999, 121, 5033.
8. C. N. Muhoro, J. F. Hartwig, Angew. Chem. 1997, 109, 1536; Angew. Chem. Int. Ed. Engl. 1997, 36, 1510.
9. C. N. Muhoro, J. F. Hartwig, Angew. Chem. 1997, 109, 1536; Angew. Chem. Int. Ed. Engl. 1997, 36, 1510.
10. J. F. Hartwig, X. He, C. N. Muhoro, O. Eisenstein, R. Bosque, F. Maseras, J. Am. Chem. Soc. 1996, 118, 10936.
11. S. Schlecht, J. F. Hartwig, J. Am. Chem. Soc. 2000, 122, 9435.
12. D. R. Lantero, D. H. Motry, D. L. Ward, M. R. Smith III, J. Am. Chem. Soc. 1994, 116, 10811.
13. J. P. Collman, L. S. Hegedus, J. R. Norton, R. G. Finke, 2nd ed., University Science Books, Mill Valley, 1987, pp. 306.
14. C. E. Webster, Y. Fan, M. B. Hall, D. Kunz, J. F. Hartwig, J. Am. Chem. Soc. 2002, 124, 858.
15. H. Chen, J. F. Hartwig, Angew. Chem. 1999, 111, 3597; Angew. Chem. Int. Ed. 1999, 38, 3391.
16. H. Chen, J. F. Hartwig, Angew. Chem. 1999, 111, 3597; Angew. Chem. Int. Ed. 1999, 38, 3391.
17. H. Chen, S. Schlecht, T. C. Semple, J. F. Hartwig, Science 2000, 287, 1995.
18. T. Ishiyama, J. Takagi, K. Ishida, N. Miyaura, J. Am. Chem. Soc. 2002, 124, 390.
19. C. N. Iverson, M. R. Smith III, J. Am. Chem. Soc. 1999, 121, 7696.
20. J. Y. Cho, M. K. Tse, D. Holmes, R. E. Maleczka, M. R. Smith, Science 2002, 295, 305.
21. S. Shimada, A. S. Batsanov, J. A. K. Howard, T. B. Marder, Angew. Chem. 2001, 113, 2226; Angew. Chem. Int. Ed. 2001, 40, 2168.
22. S. Shimada, A. S. Batsanov, J. A. K. Howard, T. B. Marder, Angew. Chem. 2001, 113, 2226; Angew. Chem. Int. Ed. 2001, 40, 2168.
23. M. J. Fernandez, P. M. Bailey, P. O. Bentz, J. S. Ricci, T. F. Koetzle, P. M. Maitlis, J. Am. Chem. Soc. 1984, 106, 5458.
24. J. Ruiz, B. E. Mann, C. M. Spencer, B. F. Taylor, P. M. Maitlis, J. Chem. Soc. Dalton Trans. 1987, 1963.
25. 3. The hydride H atoms were revealed in the difference Fourier map and refined isotropically. CCCDC-247319 (2a) contains the supplementary crystallographic data for this paper. These data can be obtained free of charge via www.ccdc.cam.ac.uk/conts/retrieving.html (or from the Cambridge Crystallographic Data Centre, 12 Union Road, Cambridge CB21EZ, UK; fax: (+44) 1223-336-033; or deposit@ccdc.cam.ac.uk).
26. W. H. Lam, S. Shimada, A. S. Batsanov, Z. Y. Lin, T. B. Marder, J. A. Cowan, J. A. K. Howard, S. A. Mason, G. J. McIntyre, Organometallics 2003, 22, 4557.
27. Gaussian03 (Revision B.05), M. J. Frisch, G. W. Trucks, H. B. Schlegel, G. E. Scuseria, M. A. Robb, J. R. Cheeseman, J. A. Montgomery, Jr., T. Vreven, K. N. Kudin, J. C. Burant, J. M. Millam, S. S. Iyengar, J. Tomasi, V. Barone, B. Mennucci, M. Cossi, G. Scalmani, N. Rega, G. A. Petersson, H. Nakatsuji, M. Hada, M. Ehara, K. Toyota, R. Fukuda, J. Hasegawa, M. Ishida, T. Nakajima, Y. Honda, O. Kitao, H. Nakai, M. Klene, X. Li, J. E. Knox, H. P. Hratchian, J. B. Cross, C. Adamo, J. Jaramillo, R. Gomperts, R. E. Stratmann, O. Yazyev, A. J. Austin, R. Cammi, C. Pomelli, J. W. Ochterski, P. Y. Ayala, K. Morokuma, G. A. Voth, P. Salvador, J. J. Dannenberg, V. G. Zakrzewski, S. Dapprich, A. D. Daniels, M. C. Strain, O. Farkas, D. K. Malick, A. D. Rabuck, K. Raghavachari, J. B. Foresman, J. V. Ortiz, Q. Cui, A. G. Baboul, S. Clifford, J. Cioslowski, B. B. Stefanov, G. Liu, A. Liashenko, P. Piskorz, I. Komaromi, R. L. Martin, D. J. Fox, T. Keith, M. A. Al-Laham, C. Y. Peng, A. Nanayakkara, M. Challacombe, P. M. W. Gill, B. Johnson, W. Chen, M. W. Wong, C. Gonzalez, J. A. Pople, Gaussian, Inc., Pittsburgh, PA, 2003.
28. For computational methods, see the Supporting Information.
29. J. F. Hartwig, X. He, Organometallics 1996, 15, 5350.
30. K. Kawamura, J. F. Hartwig, J. Am. Chem. Soc. 2001, 123, 8422.
31. G. J. Irvine, M. J. G. Lesley, T. B. Marder, N. C. Norman, C. R. Rice, E. G. Robins, W. R. Roper, G. R. Whittell, L. J. Wright, Chem. Rev. 1998, 98, 2685.
32. K. Ezbiansky, P. I. Djurovich, M. Laforest, D. J. Sinning, R. Zayes, D. H. Berry, Organometallics 1998, 17, 1455.
33. K. M. Waltz, J. F. Hartwig, J. Am. Chem. Soc. 2000, 122, 11358.
34. K. M. Waltz, C. N. Muhoro, J. F. Hartwig, Organometallics 1999, 18, 3383.