Synthesis and reactions of rhenium(V) oxo-hydride complexes

Organometallics

Volumn 17, Issue 14, 1998, Pages 2939-2941

  Matano, Yoshihiro ^a,b   Brown, Seth N ^a,c   Northcutt, Todd O ^a   Mayer, James M ^a  

^a UNIVERSITY OF WASHINGTON   (United States)

^b KYOTO UNIVERSITY   (Japan)

^c UNIVERSITY OF NOTRE DAME   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0000433033     PISSN: 02767333     EISSN: None     Source Type: Journal    
DOI: 10.1021/om980184e     Document Type: Article

References (33)

1. Leading references: (a) Sheldon, R. A.; Kochi, J. K. MetalCatalyzed Oxidation of Organic Compounds; Academic Press: New York, 1981. (b) Nugent, W. A.; Mayer, J. M. Metal-Ligand Multiple Bonds; John Wiley and Sons: New York, 1988. (c) Holm, R. H. Chem. Rev. 1987, 87, 1401-1449. (d) Watanabe, Y.; Groves, J. T. in The Enzymes, 3rd ed.; Academic Press: New York, 1992; Vol. 20, pp 405-452. (e) Herrmann, W. A.; Kühn, F. E. Acc. Chem. Res. 1997, 30, 169-180. (f) Abu-Omar, M. M.; Hansen, P. J.; Espenson, J. H. J. Am. Chem. Soc. 1996, 118, 4966-4974 and references therein.
2. Leading references: (a) Sheldon, R. A.; Kochi, J. K. MetalCatalyzed Oxidation of Organic Compounds; Academic Press: New York, 1981. (b) Nugent, W. A.; Mayer, J. M. Metal-Ligand Multiple Bonds; John Wiley and Sons: New York, 1988. (c) Holm, R. H. Chem. Rev. 1987, 87, 1401-1449. (d) Watanabe, Y.; Groves, J. T. in The Enzymes, 3rd ed.; Academic Press: New York, 1992; Vol. 20, pp 405-452. (e) Herrmann, W. A.; Kühn, F. E. Acc. Chem. Res. 1997, 30, 169-180. (f) Abu-Omar, M. M.; Hansen, P. J.; Espenson, J. H. J. Am. Chem. Soc. 1996, 118, 4966-4974 and references therein.
3. Leading references: (a) Sheldon, R. A.; Kochi, J. K. MetalCatalyzed Oxidation of Organic Compounds; Academic Press: New York, 1981. (b) Nugent, W. A.; Mayer, J. M. Metal-Ligand Multiple Bonds; John Wiley and Sons: New York, 1988. (c) Holm, R. H. Chem. Rev. 1987, 87, 1401-1449. (d) Watanabe, Y.; Groves, J. T. in The Enzymes, 3rd ed.; Academic Press: New York, 1992; Vol. 20, pp 405-452. (e) Herrmann, W. A.; Kühn, F. E. Acc. Chem. Res. 1997, 30, 169-180. (f) Abu-Omar, M. M.; Hansen, P. J.; Espenson, J. H. J. Am. Chem. Soc. 1996, 118, 4966-4974 and references therein.
4. Leading references: (a) Sheldon, R. A.; Kochi, J. K. MetalCatalyzed Oxidation of Organic Compounds; Academic Press: New York, 1981. (b) Nugent, W. A.; Mayer, J. M. Metal-Ligand Multiple Bonds; John Wiley and Sons: New York, 1988. (c) Holm, R. H. Chem. Rev. 1987, 87, 1401-1449. (d) Watanabe, Y.; Groves, J. T. in The Enzymes, 3rd ed.; Academic Press: New York, 1992; Vol. 20, pp 405-452. (e) Herrmann, W. A.; Kühn, F. E. Acc. Chem. Res. 1997, 30, 169-180. (f) Abu-Omar, M. M.; Hansen, P. J.; Espenson, J. H. J. Am. Chem. Soc. 1996, 118, 4966-4974 and references therein.
5. Leading references: (a) Sheldon, R. A.; Kochi, J. K. MetalCatalyzed Oxidation of Organic Compounds; Academic Press: New York, 1981. (b) Nugent, W. A.; Mayer, J. M. Metal-Ligand Multiple Bonds; John Wiley and Sons: New York, 1988. (c) Holm, R. H. Chem. Rev. 1987, 87, 1401-1449. (d) Watanabe, Y.; Groves, J. T. in The Enzymes, 3rd ed.; Academic Press: New York, 1992; Vol. 20, pp 405-452. (e) Herrmann, W. A.; Kühn, F. E. Acc. Chem. Res. 1997, 30, 169-180. (f) Abu-Omar, M. M.; Hansen, P. J.; Espenson, J. H. J. Am. Chem. Soc. 1996, 118, 4966-4974 and references therein.
6. Leading references: (a) Sheldon, R. A.; Kochi, J. K. MetalCatalyzed Oxidation of Organic Compounds; Academic Press: New York, 1981. (b) Nugent, W. A.; Mayer, J. M. Metal-Ligand Multiple Bonds; John Wiley and Sons: New York, 1988. (c) Holm, R. H. Chem. Rev. 1987, 87, 1401-1449. (d) Watanabe, Y.; Groves, J. T. in The Enzymes, 3rd ed.; Academic Press: New York, 1992; Vol. 20, pp 405-452. (e) Herrmann, W. A.; Kühn, F. E. Acc. Chem. Res. 1997, 30, 169-180. (f) Abu-Omar, M. M.; Hansen, P. J.; Espenson, J. H. J. Am. Chem. Soc. 1996, 118, 4966-4974 and references therein.
7. 5. (a) van Asselt, A.; Burger, B. J.; Gibson, V. C.; Bercaw, J. E. J. Am. Chem. Soc. 1986, 108, 5347-5349. (b) Parkin, G.; Bunel, E.; Burger, B. J.; Trimmer, M. S.; van Asselt, A.; Bercaw, J. E. J. Mol. Catal. 1987, 41, 21-39. (c) Parkin, G.; van Asselt, A.; Leahy, D. J.; Whinnery, L.; Hua, N. G.; Quan, R. W.; Henling, L. M.; Schaefer, W. P.; Santarsiero, B. D.; Bercaw, J. E. Inorg. Chem. 1992, 31, 82-85.
8. 5. (a) van Asselt, A.; Burger, B. J.; Gibson, V. C.; Bercaw, J. E. J. Am. Chem. Soc. 1986, 108, 5347-5349. (b) Parkin, G.; Bunel, E.; Burger, B. J.; Trimmer, M. S.; van Asselt, A.; Bercaw, J. E. J. Mol. Catal. 1987, 41, 21-39. (c) Parkin, G.; van Asselt, A.; Leahy, D. J.; Whinnery, L.; Hua, N. G.; Quan, R. W.; Henling, L. M.; Schaefer, W. P.; Santarsiero, B. D.; Bercaw, J. E. Inorg. Chem. 1992, 31, 82-85.
9. 5. (a) van Asselt, A.; Burger, B. J.; Gibson, V. C.; Bercaw, J. E. J. Am. Chem. Soc. 1986, 108, 5347-5349. (b) Parkin, G.; Bunel, E.; Burger, B. J.; Trimmer, M. S.; van Asselt, A.; Bercaw, J. E. J. Mol. Catal. 1987, 41, 21-39. (c) Parkin, G.; van Asselt, A.; Leahy, D. J.; Whinnery, L.; Hua, N. G.; Quan, R. W.; Henling, L. M.; Schaefer, W. P.; Santarsiero, B. D.; Bercaw, J. E. Inorg. Chem. 1992, 31, 82-85.
10. R = Me, Et, Ph. (a) Spaltenstein, E.; Erikson, T. K. G.; Critchlow, S. C.; Mayer, J. M. J. Am. Chem. Soc. 1989, 111, 617-623. (b) Tahmassebi, S. K.; McNeil, W. S.; Mayer, J. M. Organometallics 1997, 16, 5342-5353.
11. R = Me, Et, Ph. (a) Spaltenstein, E.; Erikson, T. K. G.; Critchlow, S. C.; Mayer, J. M. J. Am. Chem. Soc. 1989, 111, 617-623. (b) Tahmassebi, S. K.; McNeil, W. S.; Mayer, J. M. Organometallics 1997, 16, 5342-5353.
12. + was also described. (a) Kim, Y.; Gallucci, J.; Wojcicki, A. J. Am. Chem. Soc. 1990, 112, 8600-8602. (b) Rende, D. E.; Kim, Y.; Beck, C. M.; Wojcicki, A. Inorg. Chim. Acta 1995, 240, 435-439.
13. + was also described. (a) Kim, Y.; Gallucci, J.; Wojcicki, A. J. Am. Chem. Soc. 1990, 112, 8600-8602. (b) Rende, D. E.; Kim, Y.; Beck, C. M.; Wojcicki, A. Inorg. Chim. Acta 1995, 240, 435-439.
14. 6): δ 8.31, 7.51, 7.49, 7.10, 6.96, 6.67 (each d, 1H, J = 2 Hz, pz), 6.85 (s, 1H, ReH), 5.69, 5.66, 5.27 (each t, 1H, J = 2 Hz, pz); 2 δ 9.55 (s, 2H, ReH), 6.08 (s, 2H, pz), 5.49 (s, 1H, pz), 2.72 (s, 6H, pz-Me), 2.56 (s, 9H, pz-Me), 2.10 (s, 3H, pz-Me).
15. 3N: see Supporting Information. (b) Matano, Y.; Northcutt, T. O.; Brugman, J.; Mayer, J. M. Unpublished results.
16. (c) Coe, B. J. Polyhedron 1992, 11, 1085-1091.
17. (a) Tp = hydrotris(pyrazolyl)borate. (b) DuMez, D. D. Ph.D. Thesis, University of Washington, 1997.
18. (c) DuMez, D. D.; Mayer, J. M. Inorg. Chem. 1998, 37, 445-453.
19. 3): δ 10.12 (s, 1H, ReH), 6.12, 6.06, 5.66 (each s, 1H, pz), 2.83, 2.76, 2.55, 2.55, 2.49, 2.22 (each s, 3H, pz-Me).
20. w = 4.02%, GOF = 0.88 on blue crystals. Selected bond lengths (A) and angles (deg): Re-N(1) 2.251(5), ReN(3) 2.055, Re-N(5) 2.119(5), O(1)-Re-O(2) 97.8(2), O(1)-Re-N(1) 172.7(2), O(1)-Re-N(3) 93.7(2), O(1)-Re-N(5) 106.2(2).
21. Mayer, J. M. Inorg. Chem. 1988, 27, 3899.
22. Brown, S. N.; Mayer, J. M. J. Am. Chem. Soc. 1996, 118, 12119-12133.
23. 3 (as an internal standard), were placed in an NMR tube, which was frozen and sealed with a torch.
24. Arnett, E. M.; Quirk, R. P.; Burke, J. J. J. Am. Chem. Soc. 1970, 92, 1260-1266.
25. DuMez, D. D.; Mayer, J. M. J. Am. Chem. Soc. 1996, 118, 12416-12423.
26. DuMez, D. D.; Mayer, J. M. Inorg. Chem. 1995, 34, 6396-6401.
27. 3N.
28. 2]OTf in THF: Williams, D. S.; Schrock, R. R. Organometallics 1993, 12, 1148-1160.
29. 5ReS: C, 28.87; H, 3.48; N, 12.63. Found: C, 28.96; H, 3.51; N, 12.81.
30. (a) Vaughan, G. A.; Rupert, P. B.; Mulhouse, G. L. J. Am. Chem. Soc. 1987, 709, 5538.
31. (b) Kaplan, A. W.; Bergman, R. G. Organometallics 1997, 16, 1106-8.
32. 2.
33. α-Elimination from a palladium hydroxide has been suggested: Blum, O.; Portnoy, M.; Milstein, D. Abstracts of the XVth International Conference on Organometallic Chemistry; Warsaw, Poland, 1992; P150.