Silsesquioxanes as molecular analogues of single-site heterogeneous catalysts

Proceedings of the Royal Society A: Mathematical, Physical and Engineering Sciences

Volumn 468, Issue 2143, 2012, Pages 1968-1984

  Ward, Antony J ^a   Lesic, Rebecca ^a   Masters, Anthony F ^a   Maschmeyer, Thomas ^a  

^a UNIVERSITY OF SYDNEY   (Australia)

Author keywords

Catalyst; Model; Radical; Silsesquioxane; Surface; Titanium

Indexed keywords

ATMOSPHERIC PRESSURE; CATALYSTS; DIMERS; METAL COMPLEXES; MODELS; OLEFINS; ORGANIC COATINGS; SILICA; SILICON; SURFACES; TITANIUM;

COLLISION-INDUCED DECOMPOSITIONS; CYCLOHEXYL; GAS-PHASE REACTIONS; HETEROGENEOUS CATALYST; HETEROGENEOUS SURFACE; MOLECULAR ANALOGUES; RADICAL; SELECTED EXAMPLES; SILICA SURFACE; SILSESQUIOXANES; SOLUTION REACTION; SURFACE REACTIVITY; TURNOVER FREQUENCY;

O RINGS;

EID: 84862205282     PISSN: 13645021     EISSN: 14712946     Source Type: Journal    
DOI: 10.1098/rspa.2012.0113     Document Type: Conference Paper

References (59)

1. Abbenhuis, H. 2000 Advances in homogeneous and heterogeneous catalysis with metal-containing silsesquioxanes. Chem. Eur. J. 6, 25-32. (doi:10.1002/(SICI)1521-3765(20000103)6:1<25:: AID-CHEM25>3.0.CO;2-Y)
2. Abbenhuis, H., Krijnen, S. & Van Santen, R. 1997 Modelling of the active sites of heterogeneous titanium epoxidation catalysts using titanium silsesquioxanes: insight into specific factors that determine leaching in liquid-phase processes. Chem. Commun. 331-332. (doi:10.1039/a607935k)
3. Barrer, R. M. 1982 Hydrothermal chemistry of zeolites. London, UK: Academic Press.
4. Beale, A. M., Jacques, S. D. M. & Weckhuysen, B. M. 2010 Chemical imaging of catalytic solids with synchrotron radiation. Chem. Soc. Rev. 39, 4656-4672. (doi:10.1039/c0cs00089b)
5. Bordiga, S. et al, 2000 Characterisation of defective silicates. J. Chem. Soc. Dalton Trans. 3921-3929(doi:10.1039/b004794p )
6. Bordiga, S. et al. 2001 Hydroxyls nests in defective silicates and strained structures derived upon dehydroxylation: vibrational properties and theoretical modelling. Top. Catal. 15, 43-52.
7. Buys, I., Hambley, T., Houlton, D., Maschemeyer, T., Masters, A. & Smith, A. 1994 Models of surface-confined metallocene derivatives. J. Mol. Catal. 86, 309-318. (doi:10.1016/0304-5102(93) E0177-I)
8. Camblor, M. A., Corma, A. & Pérez-Pariente, J. 1993 Synthesis of titanoaluminosilicates isomorphous to zeolite beta, active as oxidation catalysts. Zeolites 13, 82-87. (doi:10.1016/0144-2449(93)90064-A) (Pubitemid 23632765)
9. Choi, M., Kleitz, F., Liu, D., Lee, H. Y., Ahn, W.-S. & Ryoo, R. 2005 Controlled polymerization in mesoporous silica toward the design of organic-inorganic composite nanoporous materials. J. Am. Chem. Soc. 127, 1924-1932. (doi:10.1021/ja044907z) (Pubitemid 40229174)
10. Copéret, C., Chabanas, M., Petroff saint-Arroman, P. & Basset, J.-M. 2003 Homogeneous and heterogeneous catalysis: bridging the gap through surface organometallic chemistry. Angew. Chem. Int. Ed. 42, 156-181. (doi:10.1002/anie.200390072) (Pubitemid 36131065)
11. Corma, A. & Garcia, H. 2006 Silica-bound homogeneous catalysts as recoverable and reusable catalysts. Adv. Synth. Catal. 348, 1391-1412. (doi:10.1002/adsc.200606192) (Pubitemid 44318739)
12. Corma, A., Navarro, M. T. & Pérez Pariente, J. 1994 Synthesis of an ultralarge pore titanium silicate lsomorphous to MCM-41 and its application as a catalyst for selective oxidation of hydrocarbons. J. Chem. Soc., Chem. Commun. 147-148. (doi:10.1039/c39940000147)
13. Crocker, M. & Herold, R. 1997 Preparation of oxirane compounds with titanosilsesquioxane catalysts. Patent WO 97/24333.
14. Crocker, M., Herold, R. H. M. & Orpen, A. G. 1997 Synthesis and structural characterisation of tripodal titanium silsesquioxane complexes: a new class of highly active catalysts for liquid phase alkene epoxidation. Chem. Commun. 2411-2412. (doi:10.1039/a704969b)
15. Cunningham, I. D. & Fassihi, K. 2005 The cyclopentadienyltitanium trichloride/MAO-catalysed polymerisation of methyl acrylate and copolymerisation with styrene and isoprene. Polym. Bull. 53, 359-365. (doi:10.1007/s00289-005- 0343-z) (Pubitemid 40496086)
16. Feher, F. & Tajima, T. 1994 Synthesis of a molybdenum-containing silsesquioxane which rapidly catalyses the metathesis of olefins. J. Am. Chem. Soc. 116, 2145-2146. (doi:10.1021/ ja00084a065) (Pubitemid 24980698)
17. Feher, F., Newman, D. & Walzer, J. 1989 Silsesquioxanes as models for silica surfaces. J. Am. Chem. Soc. 111, 1741-1748. (doi:10.1021/ja00187a028)
18. Feher, F., Budzichowski, T., Rahimian, K. & Ziller, J. 1992 Reactions of incompletely condensed silsesquioxanes with pentamethylantimony. A new synthesis of metallasilsesquioxanes with important implications for the chemistry on surfaces. J. Am. Chem. Soc. 114, 3859-3866.
19. Field, L., Lindall, C., Maschemeyer, T. & Masters, A. 1994 The synthesis and characterisation of decaphenyltitanocene dichloride, [Ti(h5-C5Ph5)2Cl2], and of [Ti(h5-C5Ph5)((C6H11)7Si7O12)], the first pentaphenylcyclopentadienyl polyhedral oligosilsesquioxane. Aust. J. Chem. 47, 1127-1132. (doi:10.1071/CH9941127)
20. Griscom, D. L. 2000 The nature of point defects in amorphous silicon dioxide. In Defects in SiO2 and related dielectrics: science and technology (eds G. Pacchioni, L. Skuja & D. L. Griscom). Dordrecht, The Netherlands: Kluwer.
21. Hall, W. K. 1962 The formation of cation radicals on the surface of silica-alumina catalysts. J. Catal. 1, 53-61. (doi:10.1016/0021-9517(62)90009-X)
22. Hambley, T. W., Maschmeyer, T. & Masters, A. F. 1992 The synthesis and characterization of norbornylsilasesquioxanes. Appl. Organomet. Chem. 6, 253-260. (doi:10.1002/aoc.590060302)
23. Herrmann, W., Anwander, R., Dufaud, V. & Scherer, W. 1994 Molecular siloxane complexes of rare earth metals: model systems for silicate-supported catalysts? Angew. Chem. Int. Ed. Engl. 33, 1285-1286. (doi:10.1002/anie. 199412851) (Pubitemid 24972378)
24. Iler, J. K. 1979 The chemistry of silica: solubility, polymerization, colloid and surface properties and biochemistry. Chichester, UK: John Wiley and Sons.
25. Krijnen, S., Abbenhuis, H., Hanssen, R., Van Hooff, J. & Van Santen, R. 1998 Solid-phase immobilisation of a new epoxidation catalyst. Angew. Chem. Int. Ed. 37, 356-358. (doi:10.1002/ (SICI)1521-3773(19980216)37:3<356::AID- ANIE356>3.0.CO;2-5)
26. Krijnen, S., Mojet, B., Abbenhuis, H., Van Hooff, J. & Van Santen, R. 1999 MCM-41 heterogenised titanium silsesquioxane epoxidation catalysts: a spectroscopic investigation of the adsorption characteristics. Phys. Chem. Chem. Phys. 1, 361-365. (doi:10.1039/a808514e)
27. Liu, J., Wilson, S. R., Shapely, J. R. & Feher, F. J. 1990 A triosmium cluster-siloxane cage complex. Synthesis and structure of HOs3(CO)10)[(m-O)Si7O10(C6H11)7]. Inorg. Chem. 29, 5138-5139.
28. Marchese, L., Maschmeyer, T., Gianotti, E., Coluccia, S. & Thomas, J. M. 1997 Probing the titanium sites in Ti-MCM41 by diffuse reflectance and photoluminescence UV-Vis spectroscopies. J. Phys. Chem. B 101, 8836-8838. (doi:10.1021/jp971963w)
29. Marchese, L., Gianotti, E., Dellarocca, V., Maschmeyer, T., Rey, F., Coluccia, S. & Thomas, J. M. 1999 Structure-functionality relationships of grafted Ti-MCM41 silicas. Phys. Chem. Chem. Phys. 1, 585-592. (doi:10.1039/a808225a)
30. Maschmeyer, T., Rey, F., Sankar, G. & Thomas, J. M. 1995 Heterogeneous catalysts obtained by grafting metallocene complexes onto mesoporous silica. Nature 378, 159-162. (doi:10.1038/ 378159a0)
31. Maschmeyer, T., Klunduk, M. C., Martin, C. M, Shephard, D. S, Johnson, B. F. G., Maschmeyer, T. & Thomas, J. M. 1997 Modelling the active sites of heterogeneous titanium-centred epoxidation catalysts with soluble silsesquioxane analogues. Chem. Commun. 1847-1848. (doi:10.1039/ a703642f) (Pubitemid 127495562)
32. Min, B. K., Santra, A. K. & Goodman, D. W. 2003 Understanding silica-supported metal catalysts: pd/silica as a case study. Catal. Today 85, 113-124. (doi:10.1016/S0920-5861(03)00380-8)
33. Norskov, J. K., Bligaard, T., Rossmeisl, J. & Christensen, C. H. 2009 Towards the computational design of solid catalysts. Nat. Chem. 1, 37-46. (doi:10.1038/nchem.121)
34. Perego, G., Taramasso, M. & Notari, B. 1980 Porous crystalline synthetic material consisting of silicon and titanium oxides. Patent BE 886812.
35. Perkins, M. J. 1994 Radical chemistry. New York, NY: Ellis Horwood.
36. Pescarmona, P. P., van der Waal, J. C. & Maschmeyer, T. 2004 Fast, high yielding syntheses of silsesquioxanes using acetonitrile as a reactive solvent. Eur. J. Inorg. Chem. 2004, 978-983. (doi:10.1002/ejic.200300494)
37. Quignard, F. & Choplin, A. 2003 Supported metal complexes as catalysts. In Comprehensive coordination chemistry II (eds J. A. Mccleverty & T. J. Meyer). San Diego, CA: Elsevier.
38. Ravve, A. 2000 Principles of polymer chemistry, New York, NY: Kluwer Academic.
39. Reddy, K. M., Kaliaguine, S., Sayari, A., Ramaswamy, A. V., Saraswathi Reddy, V. & Bonneviot, L. 1994 Synthesis and characterization of TS-48, a titanium containing silica analog of ZSM-48. Catal. Lett. 23, 175-187. (doi:10.1007/BF00812146)
40. Rooney, J. J. & Pink, R. C. 1961 A study by electron-spin resonance of the adsorption of hydrocarbons on a silica-alumina catalyst. P. Chem. Soc. London 70-71.
41. Rooney, J. J. & Pink, R. C. 1962 Formation and stability of hydrocarbon radical-ions on a silicaalumina surface. Trans. Faraday Soc. 58, 1632-1642. (doi:10.1039/tf9625801632)
42. Rosen, S. L. 2000 Polymer. Kirk-othmer encyclopedia of chemical technology. Hoboken, NJ: John Wiley & Sons.
43. Sánchez-Nieves, J. & Royo, P. 2007 Synthesis of neutral and cationic monocyclopentadienyl tantalum alkoxo complexes and polymerization of methyl methacrylate. Organometallics 26, 2880-2884. (doi:10.1021/om070166+) (Pubitemid 46877668)
44. Scott, S. L. & Basset, J.-M. 1994 Stoichiometric and catalytic reactivity of organometallic fragments supported on inorganic oxides. J. Mol. Catal. 86, 5-22. (doi:10.1016/0304-5102(93)E0163-B)
45. Serrano, D. P., Li, H.-X. & Davis, M. E. 1992 Synthesis of titanium-containing ZSM-48. J. Chem. Soc., Chem. Commun. 745-747. (doi:10.1039/c39920000745)
46. Severn, J. R., Chadwick, J. C., Duchateau, R. & Friederichs, N. 2005 'Bound but not gagged'-immobilizing single-site a-olefin polymerization catalysts. Chem. Rev. 105, 4073-4147. (doi:10.1021/cr040670d) (Pubitemid 41724070)
47. Sinclair, P. E., Sankar, G., Catlow, C. R. A., Thomas, J. M. & Maschmeyer, T. 1997 Computational and EXAFS study of the nature of Ti(IV) active sites in mesoporous titanosilicate catalysts. J. Phys. Chem. B 101, 4232-4237. (doi:10.1021/jp9623960) (Pubitemid 127609256)
48. Stepto, R. F. T. 2009 Dispersity in polymer science (IUPAC recommendations 2009). Pure Appl. Chem. 81, 351-353. (doi:10.1351/PAC-REC-08-05- 02)
49. Tanev, P. T., Chibwe, M. & Pinnavaia, T. J. 1994 Titanium-containing mesoporous molecular sieves for catalytic oxidation of aromatic compounds. Nature 368, 321-323. (doi:10.1038/368321a0) (Pubitemid 24105637)
50. Tang, H., Arulsamy, N., Radosz, M., Shen, Y., Tsarevsky, N. V., Braunecker, W. A., Tang, W. & Matyjaszewski, K. 2006 Highly active copper-based catalyst for atom transfer radical polymerization. J. Am. Chem. Soc. 128, 16 277-16 284. (doi:10.1021/ja0653369) (Pubitemid 44936622)
51. Thomas, J. M. 2012 Design and applications of single-site heterogeneous catalysts: contributions to green chemistry, clean technology and sustainability. London, UK: Imperial College Press.
52. Thomas, J., Sankar, G., Klunduk, M., Attfield, M., Maschemeyer, T., Johnson, B. & Bell, R. 1999 The identity in atomic structure and performance of active sites on heterogeneous and homogeneous, titanium-silica epoxidation catalysts. J. Phys. Chem. B 103, 8809-8813. (doi:10.1021/jp991991+) (Pubitemid 129613929)
53. Tudor, J. & O'Hare, D. 1997 Stereospecific propene polymerisation catalysis using an organometallic modified mesoporous silicate. Chem. Commun. 603-604. (doi:10.1039/a607886i) (Pubitemid 127497202)
54. Tuel, A. 1995 Synthesis, characterization, and catalytic properties of titanium silicoaluminophosphate TAPSO-5. Zeolites 15, 228-235. (doi:10.1016/0144-2449(94)00036-R)
55. Tuel, A. & Taârit, Y. B. 1994 Synthesis and catalytic properties of titanium-substituted silicoaluminophosphate TAPSO-5. J. Chem. Soc., Chem. Commun. 1667-1668. (doi:10.1039/ c39940001667)
56. Ulagappan, N. & Krishnasamy, V. 1995 Titanium substitution in silicon-free molecular sieves: anatase-free TAPO4-5 and TAPO4-11 synthesis and characterisation for hydroxylation of phenol. J. Chem. Soc., Chem. Commun. 373-374. (doi:10.1039/c39950000373)
57. Ward, A. J., Masters, A. F. & Maschmeyer, T. 2011 Metallasilsesquioxanes-molecular analogues of heterogeneous catalysts. In Silicon science volume 3: applications of polyhedral oligomeric silsesquioxanes (ed. C. Hartmann-Thompson). Berlin, Germany: Springer.
58. Wilkinson, G., Stone, F. G. A. & Abel, E. W. (eds) 1982 Comprehensive organometallic chemistry. Oxford, UK: Pergamon.
59. Zecchina, A. & Otero Areán, C. 1993 Structure and reactivity of surface species obtained by interaction of organometallic compounds with oxidic surfaces: IR studies. Catal. Rev.-Sci. Eng. 35, 261-317. (doi:10.1080/01614949308014607)