Trigonal-bipyramidal Lewis base adducts of methyltrioxorhenium(VII) and their bisperoxo congeners: Characterization, application in catalytic epoxidation, and density functional mechanistic study

Chemistry - A European Journal

Volumn 5, Issue 12, 1999, Pages 3603-3615

  Kühn, Fritz E ^a   Santos, Ana M ^a   Roesky, Peter W ^b   Herdtweck, Eberhardt ^a   Scherer, Wolfgang ^a   Gisdakis, Philip ^a   Yudanov, Ilya V ^a,c   Di Valentin, Cristiana ^a,d   Rösch, Notker ^a  

^a TECHNICAL UNIVERSITY OF MUNICH   (Germany)

^b UNIVERSITY OF KARLSRUHE   (Germany)

^c BORESKOV INSTITUTE OF CATALYSIS   (Russian Federation)

^d UNIVERSITY OF PAVIA   (Italy)

Author keywords

Density functional calculations; Epoxidation; Peroxo complexes; Rhenium; Transition states

Indexed keywords

RHENIUM;

ARTICLE; CATALYSIS; CONFORMATIONAL TRANSITION; ELECTRON TRANSPORT; EPOXIDATION; MATHEMATICAL ANALYSIS; MOLECULAR INTERACTION; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; OXIDATION; STRUCTURE ANALYSIS;

EID: 0032762574     PISSN: 09476539     EISSN: None     Source Type: Journal    
DOI: 10.1002/(SICI)1521-3765(19991203)5:12<3603::AID-CHEM3603>3.0.CO;2-W     Document Type: Article

References (55)

1. R. Jira, R. A. Sheldon in Applied Homogeneous Catalysis with Organometallic Compounds, Vol. 1, (Eds.: B. Cornils, W. A. Herrmann), Wiley-VCH, Weinheim, 1996, 374.
2. W. A. Herrmann, R. W. Fischer, D. W. Marz, Angew. Chem. 1991, 103, 1706; Angew. Chem. Int. Ed. Engl. 1991, 30, 1638.
3. W. A. Herrmann, R. W. Fischer, D. W. Marz, Angew. Chem. 1991, 103, 1706; Angew. Chem. Int. Ed. Engl. 1991, 30, 1638.
4. W. A. Herrmann, R. W. Fischer, W. Scherer, M. U. Rauch, Angew. Chem. 1993, 105, 1209; Angew. Chem. Int. Ed. Engl. 1993, 32, 1157.
5. W. A. Herrmann, R. W. Fischer, W. Scherer, M. U. Rauch, Angew. Chem. 1993, 105, 1209; Angew. Chem. Int. Ed. Engl. 1993, 32, 1157.
6. For a recent review, see for example: W. A. Herrmann, F. E. Kühn, G. M. Lobmaier in Aqueous-Phase Organometallic Catalysis: Concepts and Applications (Eds: B. Cornils, W. A. Herrmann), Wiley-VCH, Weinheim, 1998, 529.
7. P. Gisdakis, S. Antonczak, S. Köstlmeier, W. A. Herrmann, N. Rösch, Angew. Chem. 1998, 110, 2331; Angew. Chem. Int. Ed. 1998, 37, 2211.
8. P. Gisdakis, S. Antonczak, S. Köstlmeier, W. A. Herrmann, N. Rösch, Angew. Chem. 1998, 110, 2331; Angew. Chem. Int. Ed. 1998, 37, 2211.
9. W. A. Herrmann, R. W. Fischer, M. U. Rauch, W. Scherer, J. Mol. Catal. 1994, 86, 243.
10. W. Adam, C. M. Mitchel, Angew. Chem. 1996, 108, 578; Angew. Chem. Int. Ed. Engl. 1996, 55, 533.
11. W. Adam, C. M. Mitchel, Angew. Chem. 1996, 108, 578; Angew. Chem. Int. Ed. Engl. 1996, 55, 533.
12. T. R. Boehlow, C. D. Spilling, Tetrahedron Lett. 1996, 37, 2717.
13. W. A. Herrmann, F. E. Kühn, M. R. Mattner, G. R. J. Artus, M. R. Geisberger, J. D. G. Correia, J. Organomet. Chem. 1997, 538, 203.
14. J. Rudolph, K. L. Reddy, J. P. Chiang, K. B. Sharpless, J. Am. Chem. Soc. 1997, 119, 6189.
15. A. K. Yudin, K. B. Sharpless, J. Am. Chem. Soc. 1997, 119, 11536.
16. C. Copéret, H. Adolfsson, K. B. Sharpless, J. Chem. Soc. Chem. Commun. 1997, 1915.
17. W. A. Herrmann, R. M. Kratzer, H. Ding, H. Glas, W. R. Thiel, J. Organomet. Chem. 1998, 555, 293.
18. W. A. Herrmann, H. Ding, R. M. Kratzer, F. E. Kühn, J. J. Haider, R. W. Fischer, J. Organomet. Chem. 1997, 549, 319.
19. W. A. Herrmann, J. D. G. Correia, M. U. Rauch, G. R. J. Artus, F. E. Kühn, J. Organomet. Chem. 1997, 118, 33.
20. W. D. Wang, J. H. Espenson, J. Am. Chem. Soc. 1998, 120, 11335.
21. a) S. Köstlmeier, O. D. Häberlen, N. Rösch, W. A. Herrmann, B. Solouki, H. Bock, Organometallics, 1996, 15, 1872;
22. b) S. Köstlmeier, V. A. Nasluzov, W. A. Herrmann, N. Rösch, Organometallics 1997, 16, 1786.
23. W. A. Herrmann, J. G. Kuchler, G. Weichselbaumer, E. Herdtweck, P. Kiprof, J. Organomet. Chem. 1989, 372, 351.
24. W. A. Herrmann, G. Weichselbaumer, E. Herdtweck J. Organomet. Chem. 1989, 372, 371.
25. W. A. Herrmann, F. E. Kühn, M. U. Rauch, J. D. G. Correia, G. R. J. Artus. Inorg. Chem. 1995, 34, 2914.
26. M. H. P. Rietveld, L. Nagelholt, D. M. Grove, N. Veldman, A. L. Spek, M. U. Rauch, W. A. Herrmann, G. van Koten, J. Organomet. Chem. 1997, 530, 159.
27. W. A. Herrmann, R. W. Fischer, W. Scherer, Adv. Mater. 1992, 4, 653.
28. H. Rudler, J. R. Gregorio, B. Denise, J. M. Brégeault, A. Deloffre, J. Mol. Catal. 1998, 133, 255.
29. W. A. Herrmann, F. E. Kühn, C. C. Romão, J. Organomet. Chem. 1995, 489, C56.
30. The Chemistry of Heterocyclic Compounds, Pyridine and its Derivatives, Part I, Chapt. I and Part II, Chapt. 5, Interscience Publishers, New York, USA, 1960.
31. C. C. Romão, F. E. Kühn, W. A. Herrmann, Chem. Rev. 1997, 97, 3197.
32. J. Mink, G. Keresztury, A. Stirling, W. A. Herrmann, Spectrosc. Chim. Acta 1994, 50A, 2039.
33. C. Mealli, J. A. Lopez, M. J. Calhorda, C. C. Romão, W. A. Herrmann, Inorg. Chem. 1994, 33, 1139.
34. M. M. Abu-Omar, P. J. Hansen, J. H. Espenson, J. Am. Chem. Soc. 1996, 118, 4966.
35. W. Adam, D. Golsch, J. Sundermeyer, G. Wahl, Chem. Ber. 1996, 129, 1177.
36. C. Di Valentin, P. Gisdakis, I. V. Yudanov, N. Rösch, unpublished results.
37. a) D. A. Singleton, S. R. Merrigan, J. Liu, K. N. Houk, J. Am. Chem. Soc. 1997, 119, 3385;
38. b) R. D. Bach, C. M. Estévez, J. E. Winter, M. N. Glukhovtsev, J. Am. Chem. Soc. 1998, 120, 680.
39. W. A. Herrmann, F. E. Kühn, R. W. Fischer, W. R. Thiel, C. C. Romão, Inorg. Chem. 1992, 31, 4431.
40. International Tables for Crystallography, Vol. C, Tables 6.1.1.4 (pp. 500-502), 4.2.6.8 (pp. 219-222), and 4.2.4.2 (pp. 193-199), (Ed.: A. J. C. Wilson), Kluwer, Dordrecht (The Netherlands), 1992.
41. G. Artus, W. Scherer, T. Priermeier, E. Herdtweck, STRUX-V, A Program System to Handle X-ray Data, TU München (Germany), 1997.
42. A. L. Spek, PLATON - PLUTON, An Integrated Tool for the Analysis of the Results of a Single Crystal Structure Determination, Acta Crystallogr. Sect. A 1990, 46, C34.
43. B. A. Frenz, "Enraf-Nonius SDP-Plus Structure Determination Package". Version 4.0. Enraf-Nonius, Delft (The Netherlands), 1988.
44. G. M. Sheldrick, SHELXS-86, A Program for the Solution of Crystal Structures from Diffraction Data, Acta Crystallogr. Sect. A 1990, 46, 467.
45. G. M. Sheldrick, SHELXL-93, in Crystallographic Computing 3, (Eds.: G. M. Sheldrick, C. Krüger, R. Goddard), Oxford University Press, 1993, pp. 175
46. L. Straver, "Enraf-Nonius CAD4 Operating System" Version 5.0, B. V. Enraf-Nonius, Delft (The Netherlands), 1989.
47. Data Collection Software for Nonius Kappa CCD, Delft (The Netherlands), 1997.
48. Z. Otwinowski, W. Minor, "Processing of X-ray Diffraction Data Collected in Oscillation Mode", Methods in Enzymology 276, (Eds.: W. C. Carter, R. M. Sweet, Jr.), Academic Press (USA), 1996.
49. a) A. D. Becke, J. Chem. Phys. 1993, 98, 5648;
50. b) C. Lee, W. Yang, R. G. Parr, Phys. Rev. B 1988, 37, 785.
51. M. J. Frisch, G. W. Trucks, H. B. Schlegel, P. M. W. Gill, B. G. Johnson, M. A. Robb, J. R. Cheeseman, T. Keith, G. A. Petersson, J. A. Montgomery, K. Raghavachari, M. A. Al-Laham, V. G. Zakrzewski, J. V. Ortiz, J. B. Foresman, J. Cioslowski, B. B. Stefanov, A. Nanayakkara, M. Challacombe, C. Y. Peng, P. Y. Ayala, W. Chen, M. W. Wong, J. L. Andres, E. S. Replogle, R. Gomperts, R. L. Martin, D. J. Fox, J. S. Binkley, D. J. Defrees, J. Baker, J. P. Stewart, M. Head-Gordon, C. Gonzalez, and J. A. Pople, GAUSSIAN 94, Revision D.4, Gaussian, Inc., Pittsburgh PA, USA, 1995.
52. a) P. J. Hay, W. R. Wadt, J. Chem. Phys. 1985, 82, 299;
53. b) G. Frenking, I. Antes, M. Böhme, S. Dapprich, A. W. Ehlers, V. Jonas, A. Neuhaus, M. Otto, R. Stegmann, A. Veldkamp, S. F. Vyboishchikov in Reviews in Computational Chemistry, Vol. 8 (Eds.: K. B. Lipkowitz, D. B. Boyd), VCH, New York, 1996, p. 63.
54. R. Krishnan, J. Binkley, R. Seeger, J. Pople, J. Chem. Phys. 1980, 72, 650.
55. P. Gisdakis, S. Antonczak, N. Rösch, Organometallics in press.