Mechanistic studies of proton-donor coordination to samarium diiodide

Angewandte Chemie - International Edition

Volumn 46, Issue 43, 2007, Pages 8160-8163

  Teprovich Jr , Joseph A ^a   Balili, Marielle N ^b   Pintauer, Tomislav ^b   Flowers II, Robert A ^a  

^a LEHIGH UNIVERSITY   (United States)

^b DUQUESNE UNIVERSITY   (United States)

Author keywords

Chelates; Proton donors; Reaction mechanisms; Samarium

Indexed keywords

CHELATION; ETHYLENE GLYCOL; FUNCTIONAL GROUPS; PROTON TRANSFER;

DIETHYLENE GLYCOL; HYDROXY PROTON; MECHANISTIC STUDIES; REACTION MECHANISMS;

SAMARIUM COMPOUNDS;

EID: 36048953341     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200702571     Document Type: Article

References (28)

1. a) G. A. Molander, Chem. Rev. 1992, 92, 29-68;
2. b) G. A. Molander, C. R. Harris, Chem. Rev. 1996, 96, 307-338;
3. c) P. G. Steel, J. Chem. Soc. Perkin Trans. 1 2001, 2727-2751;
4. d) D. J. Edmonds, D. Johnston, D. J. Procter, Chem. Rev. 2004, 104, 3371-3404;
5. e) A. Dahlén, G. Hilmersson, Eur. J. Inorg. Chem. 2004, 3393-3404.
6. R. A. Flowers II, E. Prasad in Handbook on the Physics and Chemistry of Rare Earths, Vol. 36 (Eds.: K. A. Gschneidner, Jr., J.-C. G. Bünzli, V. K. Pecharsky), Elsevier, 2006, chap. 230, pp. 393-473.
7. A. Yoshida, T. Manamoto, J. Inanaga, K. Mikani, Tetrahedron Lett. 1998, 39, 1777-1780.
8. T. K. Hutton, K. W. Muir, D. J. Procter, Org. Lett. 2003, 5, 4811-4814.
9. D. J. Edmonds, K. W. Muir, D. J. Procter, J. Org. Chem. 2003, 68, 3190-3198.
10. a) H. Lodberg Pedersen, T. B. Christensen, R. J. Enemærke, K. Daasbjerg, T. Skrydstrup, Eur. J. Org. Chem. 1999, 565-572;
11. b) T. B. Christensen, D. Riber, K. Daasbjerg, T. Skrydstrup, Chem. Commun. 1999, 2051-2052;
12. c) H. C. Aspinall, N. Greeves, C. Valla, Org. Lett. 2005, 7, 1919-1922.
13. S. Hoz, A. Yacovan, I. Bilkis, J. Am. Chem. Soc. 1996, 118, 261-262.
14. A. Dahlén, G. Hilmersson, Tetrahedron Lett. 2001, 42, 5565-5569.
15. a) P. R. Chopade, E. Prasad, R. A. Flowers II, J. Am. Chem. Soc. 2004, 126, 44-45;
16. b) E. Prasad, R. A. Flowers II, J. Am. Chem. Soc. 2005, 127, 18093-18099.
17. M. Vestergren, B. Gustafsson, A. Johansson, M. Håkansson, J. Organomet. Chem. 2004, 689, 1723-1733.
18. J. P. White III, H. Deng, E. P. Boyd, J. Gallucci, S. G. Shore, Inorg. Chem. 1994, 33, 1685-1694.
19. A. Sen, V. Chebolu, A. L. Rheingold, Inorg. Chem. 1987, 26, 1821-1823.
20. This value is within experimental error of previous reports. a) R. J. Enemaerke, K. Daasbjerg, T. Skrydstrup, Chem. Commun. 1999, 343-344;
21. b) M. Shabangi, M. L. Kuhlman, R. A. Flowers II, Org. Lett. 1999, 1, 2133-2135.
22. a) M. Shabangi, R. A. Flowers II, Tetrahedron Lett. 1997, 38, 1137-1140;
23. b) M. Shabangi, J. M. Sealy, J. R. Fuchs, R. A. Flowers II, Tetrahedron Lett. 1998, 39, 4429-4432;
24. c) R. J. Enemaerke, T. Hertz, T. Skrydstrup, K. Daasbjerg, Chem. Eur. J. 2000, 6, 3747-3754.
25. a) C. P. Andrieux, I. Gallardo, J.-M. Saveant, K.-B. Su, J. Am. Chem. Soc. 1986, 108, 638-647;
26. b) J.-M. Saveant, J. Am. Chem. Soc. 1987, 109, 6788-6795.
27. E. Prasad, B. W. Knettle, R. A. Flowers II, J. Am. Chem. Soc. 2004, 126, 6891-6894.
28. A. Dahlén, G. Hilmersson, Eur. J. Inorg. Chem. 2004, 3020-3024.