Methyltrioxorhenium Encapsulated in Zeolite Y: Tunable Olefin Metathesis Catalyst

Chemistry of Materials

Volumn 9, Issue 11, 1997, Pages 2252-2254

  Bein, Thomas ^a   Huber, Christian ^a,b   Moller, Karin ^a   Wu, Chun Guey ^a,c   Xu, Langqiu ^a,d  

^a PURDUE UNIVERSITY   (United States)

^b PFIZER INC   (United States)

^c NATIONAL CENTRAL UNIVERSITY   (Taiwan)

^d ARGONNE NATIONAL LABORATORY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0000723687     PISSN: 08974756     EISSN: None     Source Type: Journal    
DOI: 10.1021/cm970332b     Document Type: Article

References (34)

1. (a) Herrmann, W. A. Angew. Chem., Int. Ed. Engl. 1988, 27, 1297-1313.
2. (b) Herrmann, W. A.; Kiprof, P.; Rypdal, K.; Tremmel, J.; Blom, R.; Alberto, R.; Behm, J.; Albach, R. W.; Bock, H.; Solouki, B.; Mink, J.; Lichtenberger, D.; Gruhn, N. E. J. Am. Chem. Soc. 1991, 113, 6527-37.
3. Beattie, I. R.; Jones, P. J. Inorg. Chem. 1979, 18, 2318-19.
4. (a) Herrmann, W. A.; Wagner, W.; Flessner, U. N.; Vokhardt, U.; Komber, H. Angew. Chem., Int. Ed. Engl. 1991, 30, 1636-8.
5. (b) Herrmann, W. A.; Kuchler, J.; Felixberger, J. K.; Herdtweck, E.; Wagner, W. Angew. Chem., Int. Ed. Engl. 1988, 27, 394-396.
6. (c) Junga, H.; Blechert, S. Tetrahedron Lett. 1993, 34, 3731-2.
7. (a) Herrmann, W. A.; Fischer, R. W.; Marz, D. W. Angew. Chem., Int. Ed. Engl. 1991, 30, 1638-41.
8. (b) Schuchardt, U.; Mandelli, D.; Shulpin, G. B. Tetrahedron Lett. 1996, 37, 6487-90.
9. (c) Aboumar, M. M.; Espenson, J. H. Organometallics 1996, 15, 3543-49.
10. (d) Goti, A.; Nanelli, L. Tetrahedron Lett. 1996, 37, 6025-28.
11. (e) Alajlouni, A. M.; Espenson, J. H. J. Org. Chem. 1996, 61, 3969-76.
12. (f) Rudolph, J.; Reddy, K. L.; Chiang, J. P.; Sharpless, K. B. J. Am. Chem. Soc. 1997, 119, 6189-6190.
13. Malek, A.; Ozin, G. A. Adv. Mater. 1995, 7, 160-163.
14. Streck, R. J. Mol. Catal. 1992, 76, 359-372.
15. (a) Andreini, A. J. Mol. Catal. 1991, 65, 359-76 (review).
16. (b) Spronk, R.; Andreini, A.; Mol, J. C. J. Mol. Catal. 1991, 65, 219-235.
17. (c) Vuurman, M. A.; Stufkens, D. J.; Oskam, A.; Wachs, I. E. J. Mol. Catal. 1992, 76, 263-285.
18. Recent references: (a) Borvornwattananont, A.; Moller, K.; Bein, T. J. Chem. Soc., Chem. Commun. 1990, 28. (b) Borvornwattananont, A.; Moller, K.; Bein, T. J. Phys. Chem. 1992, 96, 6713. (c) Borvornwattananont, A.; Bein, T. J. Phys. Chem. 1992, 96, 9447. (d) De Vos, D. E.; Meinershagen, J. L.; Bein, T. Angew. Chem., Int. Ed. Engl. 1996, 35, 2211-13.
19. Recent references: (a) Borvornwattananont, A.; Moller, K.; Bein, T. J. Chem. Soc., Chem. Commun. 1990, 28. (b) Borvornwattananont, A.; Moller, K.; Bein, T. J. Phys. Chem. 1992, 96, 6713. (c) Borvornwattananont, A.; Bein, T. J. Phys. Chem. 1992, 96, 9447. (d) De Vos, D. E.; Meinershagen, J. L.; Bein, T. Angew. Chem., Int. Ed. Engl. 1996, 35, 2211-13.
20. Recent references: (a) Borvornwattananont, A.; Moller, K.; Bein, T. J. Chem. Soc., Chem. Commun. 1990, 28. (b) Borvornwattananont, A.; Moller, K.; Bein, T. J. Phys. Chem. 1992, 96, 6713. (c) Borvornwattananont, A.; Bein, T. J. Phys. Chem. 1992, 96, 9447. (d) De Vos, D. E.; Meinershagen, J. L.; Bein, T. Angew. Chem., Int. Ed. Engl. 1996, 35, 2211-13.
21. Recent references: (a) Borvornwattananont, A.; Moller, K.; Bein, T. J. Chem. Soc., Chem. Commun. 1990, 28. (b) Borvornwattananont, A.; Moller, K.; Bein, T. J. Phys. Chem. 1992, 96, 6713. (c) Borvornwattananont, A.; Bein, T. J. Phys. Chem. 1992, 96, 9447. (d) De Vos, D. E.; Meinershagen, J. L.; Bein, T. Angew. Chem., Int. Ed. Engl. 1996, 35, 2211-13.
22. Herrmann, W. A.; Kuchler, J.; Felixberger, J. K.; Herdtweck, E.; Wagner, W. Angew. Chem., Int. Ed. Engl. 1988, 27, 394-396. Also, using a tetramethyltin/hexafluoroglutaric anhydride route: Herrmann, W. A.; Kuhn, F. E.; Fischer, R. W.; Thiel, W. R.; Romao, C. C. Inorg. Chem. 1992, 37, 4431-2.
23. Herrmann, W. A.; Kuchler, J.; Felixberger, J. K.; Herdtweck, E.; Wagner, W. Angew. Chem., Int. Ed. Engl. 1988, 27, 394-396. Also, using a tetramethyltin/hexafluoroglutaric anhydride route: Herrmann, W. A.; Kuhn, F. E.; Fischer, R. W.; Thiel, W. R.; Romao, C. C. Inorg. Chem. 1992, 37, 4431-2.
24. -5 Torr; heating rate 1°C/min). Heating the ammonium-exchanged zeolite under oxygen flow at 100°C for 4 h and at 400°C for 10 h and then under vacuum at the same temperature for 5 h (at a rate of 1°C/min) resulted in the desired acid form.
25. 3/g when the sample is calcined at 300°C. The micropore volumes are slightly less than expected (both for the empty zeolite and based on the volume of the complex); residual solvent may still be trapped in the zeolite after degassing.
26. Herrmann, W. A.; Kiprof, P.; Rypdal, K.; Tremmel, J.; Blom, R.; Alberto, R.; Behm, J.; Albach, R. W.; Bock, H.; et al. J. Am. Chem. Soc. 1991, 113, 6527-37.
27. 4, and MTO were used as references to extract phase shifts and backscattering amplitudes. The EXAFS data were analyzed using standard procedures, as described previously: Borvornwattananont, A.; Bein, T. J. Phys. Chem. 1992, 96, 9447.
28. 4, and MTO were used as references to extract phase shifts and backscattering amplitudes. The EXAFS data were analyzed using standard procedures, as described previously: Borvornwattananont, A.; Bein, T. J. Phys. Chem. 1992, 96, 9447.
29. (a) Takacs, J.; Kiprof, P.; Riede, J.; Herrmann, W. A. Organometallics 1990, 9, 782-7.
30. (b) Herrmann, W. A.; Watzlowik, P.; Kiprof, P. Chem. Ber. 1991, 124, 1101-6.
31. Buffon, R.; Auroux, A.; Lefebvre, F.; Leconte, M.; Choplin, A.; Basset, J.-M.; Herrmann, W. A. J. Mol. Catal. 1992, 76, 287-295.
32. (b) Buffon, R.; Choplin, A.; Leconte, M.; Basset, J. M.; Touroude, R.; Herrmann, W. A. J. Mol. Catal. 1992, 72, L7-L10.
33. 2Y catalyst (3 wt % of MTO, freshly sublimed, 0.054 mmol of MTO) and 0.5 mL of cyclohexane (internal standard) in 15 mL of dichloromethane. The reaction was kept stirring under nitrogen at room temperature (25°C) for up to 20 h. The product distribution in the reaction mixture at different times was monitored with GC, by injecting 2 μL each of syringe-filtered solution taken from the reaction vessel.
34. 2 for 30 min before starting the 1-hexene metathesis reaction as described above.