Formation of Lewis acidic support materials via chemisorption of trimethylaluminum on mesoporous silicate MCM-41

Organometallics

Volumn 17, Issue 10, 1998, Pages 2027-2036

  Anwander, Reiner ^a,b   Palm, Clemens ^a   Groeger, Olaf ^a   Engelhardt, Günter ^a  

^a UNIVERSITY OF STUTTGART   (Germany)

^b TECHNICAL UNIVERSITY OF MUNICH   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0003359919     PISSN: 02767333     EISSN: None     Source Type: Journal    
DOI: 10.1021/om9710632     Document Type: Article

References (111)

1. (a) Hartley, F. R.; Vezey, P. N. Adv. Organomet. Chem. 1977, 15, 189.
2. (b) Bailey, D. C.; Langer, S. H. Chem. Rev. 1981, 81, 109.
3. (c) Iwasawa, Y. Adv. Catal. 1987, 35, 187. Zechina, A.; Areán, C. O. Catal. Rev.-Sci. Eng. 1993, 35, 262.
4. (c) Iwasawa, Y. Adv. Catal. 1987, 35, 187. Zechina, A.; Areán, C. O. Catal. Rev.-Sci. Eng. 1993, 35, 262.
5. (d) Surface Organometallic Chemistry, Molecular Approaches to Surface Catalysis; Basset, J.-M., Gates, B. C., Candy, J. P., Choplin, A., Leconte, H., Quignard, F., Santini, C., Eds.; Kluwer: Dordrecht, 1988.
6. (e) Marks, T. J. Acc. Chem. Res. 1992, 25, 57.
7. (a) Robinson, A. L. Science 1976, 194, 1261.
8. (b) Sachtler; W. M. H.; Zhang, Z. Adv. Catal. 1993, 39, 129.
9. (c) Bein, T. In Comprehensive Supramolecular Chemistry; Alberti, G., Bein, T., Eds.; Elsevier: Oxford, 1996; Vol. 7, p 579.
10. Stucky, G. D.; MacDougall, J. E. Science 1990, 247, 669.
11. (b) Stucky, G. D. Prog. Inorg. Chem. 1992, 40, 99.
12. (c) Ozin, G. A.; Özkar, S.; Prokopowicz, R. A. Acc. Chem. Res. 1992, 25, 553.
13. (a) Liefländer, M.; Stöber, W. Z. Naturforsch. 1960, 15B, 411.
14. (b) Sato, M.; Kanbayashi, T.; Kobayashi, N.; Shima, Y. J. Catal. 1967, 7, 342.
15. (c) Kunawicz, J.; Jones, P.; Hockey, J. A. Trans. Faraday Soc. 1971, 67, 848.
16. (d) Morrow, B. A.; McFarlan, A. J. Langmuir 1991, 7, 1695.
17. (a) Murray, J.; Sharp, M. J.; Hockey, J. A. J. Catal. 1970, 18, 52.
18. (b) Peglar, R. J.; Hambleton, F. H.; Hockey, J. A. J. Catal. 1971, 20, 309.
19. (c) Hambleton, F. H.; Hockey, J. A. J. Catal. 1971, 20, 321.
20. (d) de Ruiter, R.; Jansen, J. C.; van Bekkum, H. In Molecular Sieves; Occelli, M. L., Robson, H. E., Eds.; Van Nostrand Reinhold: New York, 1992; Chapter 14.
21. See, for examples: (a) Nesterov, G. A.; Zakharov, V. A.; Fink, G.; Fenzl, W. J. Mol. Catal. 1991, 69, 129. (b) Collins, S.; Kelly, W. M.; Holden, D. A. Macromolecules 1992, 25, 1780. (c) Hlatky, G. G.; Upton, D. J. Macromolecules 1996, 29, 8019.
22. See, for examples: (a) Nesterov, G. A.; Zakharov, V. A.; Fink, G.; Fenzl, W. J. Mol. Catal. 1991, 69, 129. (b) Collins, S.; Kelly, W. M.; Holden, D. A. Macromolecules 1992, 25, 1780. (c) Hlatky, G. G.; Upton, D. J. Macromolecules 1996, 29, 8019.
23. See, for examples: (a) Nesterov, G. A.; Zakharov, V. A.; Fink, G.; Fenzl, W. J. Mol. Catal. 1991, 69, 129. (b) Collins, S.; Kelly, W. M.; Holden, D. A. Macromolecules 1992, 25, 1780. (c) Hlatky, G. G.; Upton, D. J. Macromolecules 1996, 29, 8019.
24. See, for examples: (a) Bent, B. E.; Nuzzo, R. G.; Dubois, L. H. J. Am. Chem. Soc. 1989, 111, 1634. (b) Spencer, J. T. Prog. Inorg. Chem. 1994, 41, 145. (c) Hoffman, D. M. Polyhedron. 1994, 13, 1169.
25. See, for examples: (a) Bent, B. E.; Nuzzo, R. G.; Dubois, L. H. J. Am. Chem. Soc. 1989, 111, 1634. (b) Spencer, J. T. Prog. Inorg. Chem. 1994, 41, 145. (c) Hoffman, D. M. Polyhedron. 1994, 13, 1169.
26. See, for examples: (a) Bent, B. E.; Nuzzo, R. G.; Dubois, L. H. J. Am. Chem. Soc. 1989, 111, 1634. (b) Spencer, J. T. Prog. Inorg. Chem. 1994, 41, 145. (c) Hoffman, D. M. Polyhedron. 1994, 13, 1169.
27. (a) Kresge, C. T.; Leonowicz, M. E.; Roth, W. J.; Vartuli, J. C.; Beck, J. S. Nature 1992, 359, 710.
28. (b) Beck, J. S.; Vartuli, J. C.; Roth, W. J.; Leonowicz, M. E.; Kresge, C. T.; Schmitt, K. D.; Chu, C. T.-W.; Olson, D. H.; Sheppard, E. W.; McCullen, S. B.; Higgins, J. B.; Schlenker, J. L. J. Am. Chem. Soc. 1992, 114, 10834.
29. Di Renzo, F.; Cambon, H.; Dutartre, R. Microporous Mater. 1997, 10, 283.
30. Anwander, R.; Roesky, R. J. Chem. Soc., Dalton Trans. 1997, 137.
31. See, review article: (a) Schüth, F. Ber. Bunsenges. Phys. Chem. 1995, 99, 1306. (b) Zakharov, V. A.; Yermakov, Y. I. Catal. Rev.-Sci. Eng. 1979, 19, 67. (c) Sayari, A. Stud. Surf. Sci. Catal. 1996, 102, 1. (d) Corma, A. Chem. Rev. 1997, 97, 2373.
32. See, review article: (a) Schüth, F. Ber. Bunsenges. Phys. Chem. 1995, 99, 1306. (b) Zakharov, V. A.; Yermakov, Y. I. Catal. Rev.-Sci. Eng. 1979, 19, 67. (c) Sayari, A. Stud. Surf. Sci. Catal. 1996, 102, 1. (d) Corma, A. Chem. Rev. 1997, 97, 2373.
33. See, review article: (a) Schüth, F. Ber. Bunsenges. Phys. Chem. 1995, 99, 1306. (b) Zakharov, V. A.; Yermakov, Y. I. Catal. Rev.-Sci. Eng. 1979, 19, 67. (c) Sayari, A. Stud. Surf. Sci. Catal. 1996, 102, 1. (d) Corma, A. Chem. Rev. 1997, 97, 2373.
34. See, review article: (a) Schüth, F. Ber. Bunsenges. Phys. Chem. 1995, 99, 1306. (b) Zakharov, V. A.; Yermakov, Y. I. Catal. Rev.-Sci. Eng. 1979, 19, 67. (c) Sayari, A. Stud. Surf. Sci. Catal. 1996, 102, 1. (d) Corma, A. Chem. Rev. 1997, 97, 2373.
35. Huber, C.; Moller, K.; Bein, T. J. Chem. Soc., Chem. Commun. 1994, 2619.
36. (a) Maschmeyer, T.; Rey, F.; Sankar, G.; Thomas, J. M. Nature 1995, 378, 159.
37. (b) Ko, Y. S.; Han, T. K.; Park, J. W.; Woo, S. I. Macromol. Rapid Commun. 1996, 17, 749.
38. (c) Tudor, J.; O'Hare, D. Chem. Commun. 1997, 603.
39. (d) O'Brien, S.; Tudor, J.; Barlow, S.; Drewitt, M. J.; Heyes, S. J.; O'Hare, D. Chem. Commun. 1997, 641.
40. Bartram, M. E.; Michalske, T. A.; Rogers, J. W., Jr. J. Phys. Chem. 1991, 95, 4453.
41. See, for recent examples: (a) Commereuc, D. J. Chem. Soc., Chem. Commun. 1995, 791. (b) Concepcion, A. B.; Maruoka, K.; Yamamoto, H. Tetrahedron 1995, 51, 4011. (c) Nishiuchi, M.; Honda, K.; Nakai, T. Chem. Lett. 1996, 321. (d) Arai, T.; Sasai, H.; Aoe, K.; Okamura, K.; Date, T.; Shibasaki, M. Angew. Chem., Int. Ed. Engl. 1996, 35, 104. (e) Gerster, M.; Schenk, K.; Renaud, P. Angew. Chem., Int. Ed. Engl. 1996, 35, 2396.
42. See, for recent examples: (a) Commereuc, D. J. Chem. Soc., Chem. Commun. 1995, 791. (b) Concepcion, A. B.; Maruoka, K.; Yamamoto, H. Tetrahedron 1995, 51, 4011. (c) Nishiuchi, M.; Honda, K.; Nakai, T. Chem. Lett. 1996, 321. (d) Arai, T.; Sasai, H.; Aoe, K.; Okamura, K.; Date, T.; Shibasaki, M. Angew. Chem., Int. Ed. Engl. 1996, 35, 104. (e) Gerster, M.; Schenk, K.; Renaud, P. Angew. Chem., Int. Ed. Engl. 1996, 35, 2396.
43. See, for recent examples: (a) Commereuc, D. J. Chem. Soc., Chem. Commun. 1995, 791. (b) Concepcion, A. B.; Maruoka, K.; Yamamoto, H. Tetrahedron 1995, 51, 4011. (c) Nishiuchi, M.; Honda, K.; Nakai, T. Chem. Lett. 1996, 321. (d) Arai, T.; Sasai, H.; Aoe, K.; Okamura, K.; Date, T.; Shibasaki, M. Angew. Chem., Int. Ed. Engl. 1996, 35, 104. (e) Gerster, M.; Schenk, K.; Renaud, P. Angew. Chem., Int. Ed. Engl. 1996, 35, 2396.
44. See, for recent examples: (a) Commereuc, D. J. Chem. Soc., Chem. Commun. 1995, 791. (b) Concepcion, A. B.; Maruoka, K.; Yamamoto, H. Tetrahedron 1995, 51, 4011. (c) Nishiuchi, M.; Honda, K.; Nakai, T. Chem. Lett. 1996, 321. (d) Arai, T.; Sasai, H.; Aoe, K.; Okamura, K.; Date, T.; Shibasaki, M. Angew. Chem., Int. Ed. Engl. 1996, 35, 104. (e) Gerster, M.; Schenk, K.; Renaud, P. Angew. Chem., Int. Ed. Engl. 1996, 35, 2396.
45. See, for recent examples: (a) Commereuc, D. J. Chem. Soc., Chem. Commun. 1995, 791. (b) Concepcion, A. B.; Maruoka, K.; Yamamoto, H. Tetrahedron 1995, 51, 4011. (c) Nishiuchi, M.; Honda, K.; Nakai, T. Chem. Lett. 1996, 321. (d) Arai, T.; Sasai, H.; Aoe, K.; Okamura, K.; Date, T.; Shibasaki, M. Angew. Chem., Int. Ed. Engl. 1996, 35, 104. (e) Gerster, M.; Schenk, K.; Renaud, P. Angew. Chem., Int. Ed. Engl. 1996, 35, 2396.
46. Abbenhuis, H. C. L.; van Herwijnen, H. W. G.; van Santen, R. A. Chem. Commun. 1996, 1941.
47. (a) Feher, F. J.; Blanski, R. L. J. Am. Chem. Soc. 1992, 114, 5886.
48. (b) Feher, F. J.; Walzer, J. F.; Blanski, R. L. J. Am. Chem. Soc. 1991, 113, 3618.
49. Ziegler Catalysts; Fink, G., Mühlhaupt, R., Brintzinger, H. H., Eds.; Springer-Verlag: Berlin, 1995.
50. (b) Reddy, S. S.; Sivaram, S. Prog. Polym. Sci. 1995, 20, 309.
51. (c) Brintzinger, H.-H.; Fischer, D.; Mülhaupt, R.; Rieger, B.; Waymouth, R. Angew. Chem., Int. Ed. Engl. 1995, 34, 1143.
52. (a) Resconi, L.; Bossi, S.; Abis, L. Macromolecules 1990, 23, 4489.
53. (b) Cam, D.; Giannini, U. Makromol. Chem. 1992, 193, 1049.
54. (c) Reddy, S. S.; Shashidhar, G.; Sivaram, S. Macromolecules 1993, 26, 1180.
55. (d) Thorn-Csányi, E.; Dehmel, J.; Dahlke, B. Makromol. Symp. 1995, 97, 91.
56. (e) Tritto, I.; Sacchi, M. C.; Locatelli, P.; Li, S. X. Macromol. Symp. 1995, 89, 289.
57. (a) Woo, S. L; Ko, Y. S.; Han, T. K. Macromol. Rapid Commun. 1995, 16, 489.
58. (b) Braca, G.; Sbrana, G.; Raspolli-Galletti, A. M.; Altomare, A.; Arribas, G.; Michelotti, M.; Ciardelli, F. J. Mol. Catal. A 1996, 107, 113.
59. (c) Suzuki, T.; Suga, Y. Polym. Prepr. (Am. Chem. Soc., Div. Polym. Chem.) 1997, 207.
60. Soga, K.; Shiono, T.; Kim, H. J. Makromol. Chem. 1993, 194, 3499.
61. Zambelli, A.; Ammendola, P.; Grassi, A.; Longo, P.; Proto, A. Macromolecules 1986, 19, 2703.
62. (a) Jenkner, H. Z. Naturforsch. 1959, 14B, 133.
63. (b) Mehrotra, R. C.; Rai, A. K. Polyhedron 1991, 10, 1967.
64. (c) Feher, F. J.; Budzichowski, T. A.; Weller, K. J. Polyhedron 1993, 12, 591.
65. Boger, T.; Roesky, R.; Gläser, R.; Ernst, S.; Eigenberger, G.; Weitkamp, J. Microporous Mater. 1997, 8, 79.
66. See, for IR spectroscopic characterization of MCM-41 materials: (a) Chen, J.; Li, Q.; Xu, R.; Xiao, F. Angew. Chem., Int. Ed. Engl. 1995, 34, 2898. (b) Ishikawa, T.; Matsuda, M.; Yasukawa, A.; Kandori, K.; Inagaki, S.; Fukushima, T.; Kondo, S. J. Chem. Soc., Faraday Trans. 1996, 92, 1985. (c) Jentys, A.; Pham, N. H.; Vinek, H. J. Chem. Soc., Faraday Trans. 1996, 92, 3287.
67. See, for IR spectroscopic characterization of MCM-41 materials: (a) Chen, J.; Li, Q.; Xu, R.; Xiao, F. Angew. Chem., Int. Ed. Engl. 1995, 34, 2898. (b) Ishikawa, T.; Matsuda, M.; Yasukawa, A.; Kandori, K.; Inagaki, S.; Fukushima, T.; Kondo, S. J. Chem. Soc., Faraday Trans. 1996, 92, 1985. (c) Jentys, A.; Pham, N. H.; Vinek, H. J. Chem. Soc., Faraday Trans. 1996, 92, 3287.
68. See, for IR spectroscopic characterization of MCM-41 materials: (a) Chen, J.; Li, Q.; Xu, R.; Xiao, F. Angew. Chem., Int. Ed. Engl. 1995, 34, 2898. (b) Ishikawa, T.; Matsuda, M.; Yasukawa, A.; Kandori, K.; Inagaki, S.; Fukushima, T.; Kondo, S. J. Chem. Soc., Faraday Trans. 1996, 92, 1985. (c) Jentys, A.; Pham, N. H.; Vinek, H. J. Chem. Soc., Faraday Trans. 1996, 92, 3287.
69. (a) Yates, D. J. C.; Dembinski, G. W.; Kroll, W. R.; Elliott, J. J. J. Phys. Chem. 1969, 73, 911.
70. (b) Low, M. J. D.; Severdia, A. G.; Chan, J. J. Catal. 1981, 69, 384.
71. (c) Dodonova, V. A.; Molotovshchikova, M. B.; Titov, V. A.; Sedova, L. G.; Postinkova, T. K. Organomet. Chem. USSR 1991, 4, 544.
72. (d) Kinney, J. B.; Staley, R. H. J. Phys. Chem. 1983, 87, 3735.
73. Ciardelli, F.; Altomare, A.; Conti, G.; Arribas, G.; Mendez, B.; Ismayel, A.; Macromol. Symp. 1994, 80, 29.
74. Willis, J. C. Coord. Chem. Rev. 1988, 88, 133.
75. Bosacek, V.; Freude, D.; Fröhlich, T.; Pfeifer, H.; Schmiedel, H. J. Colloid Interface Sci. 1982, 85, 502.
76. Sing, K. S. W.; Everett, D. H.; Haul, R. A. W.; Moscou, L.; Pierotti, R. A.; Rouquérol, J.; Siemieniewska, T. Pure Appl. Chem. 1985, 57, 603.
77. Reven, L. J. Mol. Catal. 1994, 86, 447.
78. (a) Haukka, S.; Lakomaa, E.-L.; Root, A. J. Phys. Chem. 1993, 97, 5085.
79. (b) Haukka, S.; Root, A. J. Phys. Chem. 1994, 98, 1695 and references therein.
80. (c) Turov, V. V.; Leboda, R.; Bogillo, V. I.; Skubisze-wska-Zieba, J. Langmuir 1997, 13, 1237.
81. (a) Shreve, A. P.; Mülhaupt, R.; Fultz, W.; Calabrese, J.; Robbins, W.; Ittel, S. D. Organometallics 1988, 7, 409.
82. (b) Healy, M. D.; Wierda, D. A.; Barron, A. R. Organometallics 1988, 7, 2543.
83. See, for example: Fitzgerald, J. J.; Piedra, G.; Dec, S. F.; Seger, M.; Maciel, G. E. J. Am. Chem. Soc. 1997, 119, 7832.
84. Toscano, P. J.; Marks, T. J. J. Am. Chem. Soc. 1985, 107, 653.
85. Turunen, J.; Pakkanen, T. T.; Löfgren, B. J. Mol. Catal. A 1997, 123, 35.
86. Lee, D.-H.; Shin, S.-Y.; Lee, D. H. Macromol Symp. 1995, 97, 195.
87. (a) Anwander, R.; Runte, O.; Eppinger, J.; Gerstberger, G.; Herdtweck, E.; Spiegler, M. J. Chem. Soc., Dalton Trans. 1998, 847.
88. (b) Byers, J. J.; Pennington, W. T.; Robinson, G. H.; Hrncir, D. C. Polyhedron 1990, 9, 2205.
89. Benn, R.; Janssen, E.; Lehmkuhl, H.; Rufinska, A.; Angermund, K; Metz, P.; Goddard, R.; Krüger, C. J. Organomet. Chem. 1991, 411, 37.
90. Hogerheide, M. P.; Wesseling, M.; Jastrzebski, J. T. B. H.; Boersma, J.; Kooijman, H.; Spek, A. L.; van Koten, G. Organometallics 1995, 14, 4483.
91. (a) Giannetti, E.; Nicoletti, G. M.; Mazzocchi, R. J. Polym. Sci. 1985, 23, 2117.
92. (b) Janiak, C.; Rieger, B.; Voelkel, R.; Braun, H.-G. J. Polym. Sci. 1993, 31, 2959.
93. Quignard, F.; Lecuyer, C.; Bougault, C.; Lefebvre, F.; Choplin, A.; Olivier, D.; Basset, J.-M. Inorg. Chem. 1992, 31, 928.
94. (a) Barron, A. R. Chem. Soc. Rev. 1993, 93.
95. (b) Lewinski, J.; Zachara, J.; Grabska, E. J. Am. Chem. Soc. 1996, 118, 6794.
96. (a) Fyfe, C. A.; Thomas, J. M.; Klinowski, J.; Gobbi, G. C. Angew. Chem., Int. Ed. Engl. 1983, 22, 259.
97. (b) Klinowski, J. Chem. Rev. 1991, 91, 1459.
98. Potapov, A. G.; Terskikh, V. V.; Bukatov, G. D.; Zakharov, V. A. J. Mol. Cotal. A 1997, 122, 61.
99. Freude, D.; Ernst, H.; Wolf, I. Solid State Nucl. Magn. Reson. 1994, 3, 2713.
100. Engelhardt, G.; Michel, D. High-resolution solid-state NMR of silicates and zeolites; Wiley: New York, 1987.
101. See, for example: Chen, C.-Y.; Li, H.-X.; Davis, M. E. Microporous Mater. 1993, 2, 17.
102. See, for examples: (a) Kloestra, K. R.; Zandbergen, H. W.; van Bekkum, H. Catal. Lett. 1995, 31, 157. (b) Luan, Z.; Cheng, C.-F.; Zhou, W.; Klinowski, J. J. Phys. Chem. 1995, 99, 1018. (c) Borade, R. B.; Clearfield, A. Catal. Lett. 1995, 31, 267.
103. See, for examples: (a) Kloestra, K. R.; Zandbergen, H. W.; van Bekkum, H. Catal. Lett. 1995, 31, 157. (b) Luan, Z.; Cheng, C.-F.; Zhou, W.; Klinowski, J. J. Phys. Chem. 1995, 99, 1018. (c) Borade, R. B.; Clearfield, A. Catal. Lett. 1995, 31, 267.
104. See, for examples: (a) Kloestra, K. R.; Zandbergen, H. W.; van Bekkum, H. Catal. Lett. 1995, 31, 157. (b) Luan, Z.; Cheng, C.-F.; Zhou, W.; Klinowski, J. J. Phys. Chem. 1995, 99, 1018. (c) Borade, R. B.; Clearfield, A. Catal. Lett. 1995, 31, 267.
105. Grün, M.; Lauer, I.; Unger, K. K. Adv. Mater. 1997, 9, 254.
106. (a) Power, M. B.; Nash, J. R.; Healy, M. D.; Barron, A. R. Organometallics 1992, 11, 1830.
107. (b) Barron, A. R. Polyhedron 1995, 14, 3197.
108. Stults, S. D.; Andersen, R. A.; Zalkin, A. Organometallics 1990, 9, 115.
109. Evans, W. J.; Anwander, R.; Doedens, R. J.; Ziller, J. W. Angew. Chem., Int. Ed. Engl. 1994, 33, 1641.
110. Maruoka, K.; Nagahara, S.; Yamamoto, H. J. Am. Chem. Soc. 1990, 112, 6115.
111. Herrmann, W. A.; Anwander, R.; Munck, F. C.; Scherer, W.; Dufaud, V.; Huber, N. W.; Artus, G. R. J. Z. Naturforsch. 1994, 49B, 1789.