Cascade activation of siiH, ciH, and SiiC bonds at a rhodium β-diiminate complex

Angewandte Chemie - International Edition

Volumn 51, Issue 49, 2012, Pages 12211-12214

  Zhu, Di ^a   Kozera, Daniel J ^a   Enns, Kelly D ^a   Budzelaar, Peter H M ^a  

^a UNIVERSITY OF MANITOBA   (Canada)

Author keywords

CiH activation; diiminates; rhodium; SiiC activation; silicon

Indexed keywords

BENZYLIC; BOND-BREAKING; BOND-FORMING REACTIONS; COMPLEX 1; DFT CALCULATION; DIIMINATE; DIIMINATES; METHYL GROUP; SILYLENES;

DENSITY FUNCTIONAL THEORY; ETHANE; FUNCTIONAL GROUPS; LIGANDS; REACTION INTERMEDIATES; RHODIUM; SILICON;

RHODIUM COMPOUNDS;

EID: 84870532584     PISSN: 14337851     EISSN: 15213773     Source Type: Journal    
DOI: 10.1002/anie.201206751     Document Type: Article

References (38)

1. E. W. Colvin, Silicon Reagents in Organic Synthesis Academic Press, London, 1988.
2. M. A. Brook, Silicon in Organic, Organometallic and Polymer Chemistry, Wiley, New York, 2000.
3. M. Lalonde, T. H. Chan, Synthesis 1985, 817.
4. W. T. Klooster, L. Brammer, C. J. Schaverien, P. H. M. Budzelaar, J. Am. Chem. Soc. 1999, 121, 1381
5. E. J. Stoebenau, R. F. Jordan, J. Organomet. Chem. 2006, 691, 4956
6. E. D. Brady, D. L. Clark, J. C. Gordon, P. J. Hay, D. W. Keogh, R. Poli, B. L. Scott, J. G. Watkin, Inorg. Chem. 2003, 42, 6682
7. H. Fan, B. C. Fullmer, M. Pink, K. G. Caulton, Angew. Chem. 2008, 120, 9252
8. Angew. Chem. Int. Ed. 2008, 47, 9112
9. L. Perrin, L. Maron, O. Eisenstein, M. F. Lappert, New J. Chem. 2003, 27, 121.
10. J. Y. Corey, Chem. Rev. 2011, 111, 863.
11. E. M. Simmons, J. F. Hartwig, J. Am. Chem. Soc. 2010, 132, 17092
12. D. W. Robbins, T. A. Boebel, J. F. Hartwig, J. Am. Chem. Soc. 2010, 132, 4068
13. E. M. Simmons, J. F. Hartwig, Nature 2012, 483, 70.
14. C. Elschenbroich, Organometallics, 3 rd ed., Wiley-VCH, Weinheim, 2006.
15. Y. Liang, S. G. Zhang, Z. F. Xi, J. Am. Chem. Soc. 2011, 133, 9204
16. Y. Liang, W. Z. Geng, J. N. Wei, Z. F. Xi, Angew. Chem. 2012, 124, 1970
17. Angew. Chem. Int. Ed. 2012, 51, 1934
18. Y. Nakao, M. Takeda, T. Matsumoto, T. Hiyama, Angew. Chem. 2010, 122, 4549
19. Angew. Chem. Int. Ed. 2010, 49, 4447
20. W. Rauf, J. M. Brown, Angew. Chem. 2008, 120, 4296
21. Angew. Chem. Int. Ed. 2008, 47, 4228
22. M. Tobisu, M. Onoe, Y. Kita, N. Chatani, J. Am. Chem. Soc. 2009, 131, 7506.
23. S. J. Mitton, R. McDonald, L. Turculet, Angew. Chem. 2009, 121, 8720
24. Angew. Chem. Int. Ed. 2009, 48, 8568.
25. P. H. M. Budzelaar, R. de Gelder, A. W. Gal, Organometallics 1998, 17, 4121
26. P. H. M. Budzelaar, N. N. P. Moonen, R. de Gelder, J. M. M. Smits, A. W. Gall, Eur. J. Inorg. Chem. 2000, 753.
27. 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.
28. o))=0.0305. Selected bond distances [Å] and angles [deg]: Rh-N2 2.0537(4), Rh-N1 2.1482(14), Rh-P 2.2677(7), Rh-Si 2.3111(6), Rh-H50 1.38(3); N2-Rh-N1 88.56(5), N2-Rh-P 160.73(4), N1-Rh-P 102.06(4), N2-Rh-Si 86.50(4), N1-Rh-Si 124.88(4), P-Rh-Si 100.04(2), N2-Rh-H50 86.7(10), N1-Rh-H50 171.7(10), P-Rh-H50 80.7(9), Si-Rh-H50 61.7(9). CCDC 886569 contains the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/data-request/cif.
29. S. J. Geier, D. W. Stephan, Chem. Commun. 2008, 99.
30. J. C. Peters, J. D. Feldman, T. D. Tilley, J. Am. Chem. Soc. 1999, 121, 9871
31. J. D. Feldman, J. C. Peters, T. D. Tilley, Organometallics 2002, 21, 4065
32. E. Calimano, T. D. Tilley, J. Am. Chem. Soc. 2009, 131, 11161.
33. N. Schneider, M. Finger, C. Haferkemper, S. Bellemin-Laponnaz, P. Hofmann, L. H. Gade, Angew. Chem. 2009, 121, 1637
34. Angew. Chem. Int. Ed. 2009, 48, 1609
35. N. Schneider, M. Finger, C. Haferkemper, S. Bellemin-Laponnaz, P. Hofmann, L. H. Gade, Chem. Eur. J. 2009, 15, 11515.
36. P. Gigler, B. Bechlars, W. A. Herrmann, F. E. Kuhn, J. Am. Chem. Soc. 2011, 133, 1589.
37. M. Besora, F. Maseras, A. Lledos, O. Eisenstein, Inorg. Chem. 2002, 41, 7105.
38. P. H. M. Budzelaar, N. N. P. Moonen, R. de Gelder, J. M. M. Smits, A. W. Gal, Chem. Eur. J. 2000, 6, 2740.