Designing catalysts for clean technology, green chemistry, and sustainable development

Annual Review of Materials Research

Volumn 35, Issue , 2005, Pages 315-350

  Thomas, John Meurig ^a,b   Raja, Robert ^c  

^a DAVY FARADAY RESEARCH LABORATORY   (United Kingdom)

^b Department of Materials Science and Metallurgy ^*  (United Kingdom)

^c UNIVERSITY OF CAMBRIDGE   (United Kingdom)

Author keywords

Benign reagents; Single site heterogeneous catalysts; Solvent free processes; Zeozymes

Indexed keywords

BENIGN REAGENTS; SINGLE SITE HETEROGENOUS CATALYSTS; SOLVENT FREE PROCESSES; ZEOZYMES;

AMINES; BIODEGRADATION; FUELS; PETROCHEMICALS; SOLVENTS; SUSTAINABLE DEVELOPMENT;

CATALYSTS;

EID: 24944477838     PISSN: 15317331     EISSN: None     Source Type: Book Series    
DOI: 10.1146/annurev.matsci.35.102003.140852     Document Type: Review

References (96)

1. Raja R, Sankar G, Thomas JM. 2001. Bifunctional molecular sieve catalysts for the benign ammoximation of cyclohexanone: one-step, solvent-free production of oxime and epsilon-caprolactam with a mixture of air and ammonia. J. Am. Chem. Soc. 123:8153-54
2. Thomas JM, Raja R, Sankar G, Bell RG. 1999. Molecular-sieve catalysts for the selective oxidation of linear alkanes by molecular oxygen. Nature 398:227-30
3. Arnold FH. 1998. Design by directed evolution. Acc. Chem. Res. 31:125-31
4. Joo H, Lin ZL, Arnold FH. 1999. Laboratory evolution of peroxide-mediated cytochrome P450 hydroxylation. Nature 399:670-73
5. Cirino PC, Arnold FH. 2003. A self-sufficient peroxide-driven hydroxylation biocatalyst. Angew. Chem. Int. Ed. Engl. 42:3299-301
6. Farinas ET, Alcalde M, Arnold F. 2004. Alkene epoxidation catalyzed by cytochrome P450BM-3 139-3. Tetrahedron 60:525-28
7. Jaeger KE, Reetz MT. 1998. Microbial lipases form versatile tools for biotechnology. Trends Biotechnol. 16:396-403
8. Jaeger KE, Reetz MT. 2000. Directed evolution of enantioselective enzymes for organic chemistry. Curr. Opin. Chem. Biol. 4:68-73
9. Fleming BD, Tian Y, Bell SG, Wong LL, Urlacher V, Hill HAO. 2003. Redox properties of cytochrome P450(BM3) measured by direct methods. Eur. J. Biochem. 270:4082-88
10. Raja R, Ratnasamy P. 1996. Selective oxidation with copper complexes incorporated in molecular sieves. Stud. Surf. Sci. Catal. 101:181-90
11. Raja R, Ratnasamy P. 1997. Direct con version of methane to methanol. Appl. Catal. A 158:L7-15
12. Ratnasamy P, Raja R, Srinivas D. 2005. Oxidation and hydroxylation of aromatic compounds over solid catalysts. Philos. Trans. R. Soc. London Ser. A 363: In press
13. Parton RF, Vankelecom IFJ, Casselman MJA, Bezoukhanova CP, Uytterhoeven JB, Jacobs PA. 1994. An efficient mimic of cytochrome-p-450 from a zeolite encaged iron complex in a polymer membrane. Nature 370:541-44
14. Thomas JM, Raja R, Sankar G, Johnson BFG, Lewis DW. 2001. Solvent-free routes to clean technology. Chem. Eur. J. 7:2973-78
15. Thomas JM, Raja R, Sankar G, Bell RG, Lewis DW. 2001. Benign by design. New catalysts for an environmentally conscious age. Pure Appl. Chem. 73:1087-101
16. Drumright RE, Gruber PR, Henton DE. 2000. Polylactic acid technology. Adv. Mater. 12:1841-46
17. van Bekkum H, Gallezot P, eds. 2004. Catalytic Conversion of Renewables. Vol. 27
18. Road map for Biomass Technologies in the United States, Biomass R&D Technical Advisory Committee, Dec. 2002. http://www.bioproducts-bioenergy.gov
19. Thomas JM, Raja R, Lewis DW. 2005. Single-site heterogeneous catalysts. Angew. Chem. Int. Ed. Engl. In press
20. Kresge CT, Leonowicz ME, Roth WJ, Vartuli JC, Beck JS. 1992. Ordered mesoporous molecular-sieves synthesized by a liquid-crystal template mechanism. Nature 359:710-12
21. Inagaki S, Fukushima Y, Kuroda K. 1993. Synthesis of highly ordered mesoporous materials from a layered polysilicate. J. Chem. Soc. Chem. Commun. 680-82
22. Raja R, Thomas JM, Jones MD, Johnson BFG, Vaughan DEW. 2003. Constraining asymmetric organometallic catalysts within mesoporous supports boosts their enantioselectivity. J. Am. Chem. Soc. 125:14982-83
23. Johnson BFG, Raynor SA, Shephard DS, Mashmeyer T, Thomas JM, et al. 1999. Superior performance of a chiral catalyst confined within mesoporous silica. Chem. Commun. 1925-26
24. Jones MD, Raja R, Thomas JM, Johnson BFG. 2003. A new approach to the design of heterogeneous single-site enantioselective catalysts. Top. Catal. 25:71-79
25. Rouzaud J, Jones MD, Raja R, Johnson BFG, Thomas JM, Duer MJ. 2003. Potent new heterogeneous asymmetric catalysts. Helv. Chim. Acta 86:1753-59
26. Thomas JM, Raja R, Johnson BFG, Hermans S, Jones MD, Khimyak T. 2003. Bimetallic catalysts and their relevance to the hydrogen economy. Ind. Eng. Chem. Res. 42:1563-70
27. Thomas JM, Johnson BFG, Raja R, Sankar G, Midgley PA. 2003. High-performance nanocatalysts for single-step hydrogenations. Acc. Chem. Res. 36:20-30
28. Thomas JM, Raja R. 2001. Catalytically active centres in porous oxides: design and performance of highly selective new catalysts. Chem. Commun. 675-87
29. Thomas JM. 1999. Design, synthesis, and in situ characterization of new solid catalysts. Angew. Chem. Int. Ed. Engl. 38:3589-628
30. Thomas JM, Raja R. 2004. Catalytic significance of organometallic compounds immobilized on mesoporous silica: economically and environmentally important examples. J. Organomet. Chem. 689:4110-24
31. Anastas PT, Williamson TC. 1998. Frontiers in green chemistry. Green. Chem. 1-26
32. Bommarius AS, Riebel BR. 2004. In Biocatalysis, pp. 1-18. Weinheim: Wiley-VCH
33. Klibanov AM. 1990. Asymmetric transformations catalyzed by enzymes in organic-solvents. Acc. Chem. Res. 23:114-20
34. Koeller KM, Wong CH. 2001. Enzymes for chemical synthesis. Nature 409:232-40
35. Winter G, Fersht AR, Wilkinson AJ, Zoller M, Smith M. 1982. Redesigning enzyme structure by site-directed mutagenesis - Tyrosyl transfer-RNA synthetase and ATP binding. Nature 299:756-58
36. Arnold FH. 2004. The Rosalind Franklin Lecture. Presented at Cambridge, UK
37. Reetz MT. 2003. Evolutionary method creates enantioselective enzymes. Presented at Achema 2003, Frankfurt, Germany
38. Glieder A, Farinas ET, Arnold FH. 2002. Laboratory evolution of a soluble, self-sufficient, highly active alkane hydroxylase. Nat. Biotechnol. 20:1135-39
39. Cheetham AK, Ferey G, Loiseau T. 1999. Open-framework inorganic materials. Angew. Chem. Int. Ed. Engl. 38:3269-92
40. Ray S, Vasudevan S. 2003. Encapsulation of cobalt phthalocyanine in zeolite-Y: evidence for nonplanar geometry. Inorg. Chem. 42:1711-19
41. Thomas JM, Greaves GN. 1994. Probing solid catalyst under operating-conditions. Science 265:1675-76
42. Herron N, Tolman CA. 1987. A highly selective zeolite catalyst for hydrocarbon oxidation - a completely inorganic mimic of the alkane omega-hydroxylases. J. Am. Chem. Soc. 109:2837-39
43. DeVos DE, Meinershagen JL, Bein T. 1996. Highly selective epoxidation catalysts derived from intrazeolite trimethyltriazacyclononane-manganese complexes. Angew. Chem. Int. Ed. Engl. 35:2211-13
44. Zsigmond A, Notheisz F, Csjernyik G, Bäckvall JE. 2002. Ruthenium-catalyzed aerobic oxidation of alcohols on zeolite-encapsulated cobalt salophen catalyst. Top. Catal. 19:119-24
45. Raja R, Jacob CR, Ratnasamy P. 1999. Direct oxidation of propane to isopropanol. Catal. Today 49:171-15
46. KnopsGerrits PP, Toufar H, Jacobs PA. 1997. Catalytic tuning of the olefin epoxidation with hydrogen peroxide and Faujasite Y occluded Mn bipyridine complexes. Stud. Surf. Sci. Catal. 105:1109-16
47. Raja R, Ratnasamy P. 1995. Activation of dioxygen by copper complexes incorporated in molecular sieves. J. Mol. Catal. 100:93-102
48. Raja R, Ratnasamy P. 1997. Oxyhalogenation of aromatics over copper phthalocyanines encapsulated in zeolites. J. Catal. 170:244-53
49. Raja R, Thomas JM. 1998. A manganese-containing molecular sieve catalyst designed for the terminal oxidation of dodecane in air. Chem. Commun. 1841-42
50. Sato K, Aoki M, Noyori R. 1998. A "green" route to adipic acid: direct oxidation of cyclohexenes with 30 percent hydrogen peroxide. Science 281:1646-47
51. 2 in the presence of a TAPO-5 catalyst. Angew. Chem. Int. Ed. Engl. 42:1520-23
52. Dugal M, Sankar G, Raja R, Thomas JM. 2000. Designing a heterogeneous catalyst for the production of adipic acid by aerial oxidation of cyclohexane. Angew. Chem. Int. Ed. Engl. 39:2310-13
53. Raja R, Sankar G, Thomas JM. 2000. Designing a molecular sieve catalyst for the aerial oxidation of n-hexane to adipic acid. Angew. Chem. Int. Ed. Engl. 39:2313-16
54. Thomas JM, Raja R, Johnson BFG, O'Connell TJ, Sankar G, Khimyak T. 2003. Bimetallic nanocatalysts for the conversion of muconic acid to adipic acid. Chem. Commun. 1126-27
55. Draths KM, Frost JW. 1994. Environmentally compatible synthesis of adipic acid from D-glucose. J. Am. Chem. Soc. 116:399-400
56. Fahrenkamp-Uppenbrink J. 2003. Renewable nylons. Science 300:867
57. Taramasso M, Perego G, Notari B. 1983. U.S. Patent No. 4410501
58. 2, and cyclohexanone. J. Catal. 70:72-83
59. Oevering H, Raja R, Wolters H, Buijs W, Thomas JM. 2003. E.P. Patent Application. No. 03078997
60. Hill CL. 1988. Advances in Oxygenated Processes, ed. AL Baumstark, London: JAI
61. Murugavel R, Roesky HW. 1997. Titanosilicates: recent developments in synthesis and use as oxidation catalysts. Angew. Chem. Int. Ed. Engl. 36:477-79
62. Kamata K, Yonehara K, Sumida Y, Yamaguchi K, Hikichi S, Mizuno N. 2003. Efficient epoxidation of olefins with >= 99% selectivity and use of hydrogen peroxide. Science 300:964-66
63. Notari B. 1996. Microporous crystalline titanium silicates. Adv. Catal. 41:253-334
64. Ratnasamy P, Srinivas D, Knözinger. 2004. Active sites and reactive intermediates in titanium silicate molecular sieves. Adv. Catal. 48:1-169
65. Maschmeyer T, Rey F, Sankar G, Thomas JM. 1995. Heterogeneous catalysts obtained by grafting metallocene complexes onto mesoporous silica. Nature 378:159-62
66. Couves JW, Thomas JM, Waller D, Jones RH, Dent AJ, et al. 1991. Tracing the conversion of aurichalcite to a copper catalyst by combined X-ray absorption and diffraction. Nature 354:465-68
67. Sheldon RA. 1983. New catalytic methods for selective oxidation. J. Mol. Catal. 20:1-26
68. Jarupatrakorn J, Tilley JD. 2002. Silica-supported, single-site titanium catalysts for olefin epoxidation. A molecular precursor strategy for control of catalyst structure. J. Am. Chem. Soc. 124:8380-88
69. Fujdala KL, Tilley TD. 2003. Design and synthesis of heterogeneous catalysts: the thermolytic molecular precursor approach. J. Catal. 216:265-75
70. Thomas JM, Catlow CRA, Sankar G. 2002. Determining the structure of active sites, transition states and intermediates in heterogeneously catalysed reactions. Chem. Commun. 2921-25
71. Guidotti M, Ravasio N, Psaro R, Gianotti E, Marchese L, Coluccia S. 2003. Heterogeneous catalytic epoxidation of fatty acid methyl esters on titanium-grafted silicas. Green Chem. 5:421-24
72. Ravasio N, Zaccheria F, Guidotti M, Psaro R. 2004. Mono- and bifunctional heterogeneous catalytic transformation of terpenes and terpenoids. Top. Catal. 27:157-68
73. He J, Ma H, Guo ZY, Evans DG, Duan X. 2003. Chemical stability of Ti-modified MCM-41 catalysts in the hydroxylation of benzene in the liquid phase. Top. Catal. 22:41-51
74. Thomas JM, Lewis DW. 1996. Towards rational design of solid acid catalysts. Z. Phys. Chem. 197:37-48
75. Haag WO, Lago RM, Weisz PB. 1984. The active-site of acidic aluminosilicate catalysts. Nature 309:589-91
76. Tullo A. 2003. Industry eyes growth. Chem. Eng. News 81:18
77. Chen JS, Thomas JM. 1994. MAPO-18 (M-Mg, Zn, Co) - a new family of catalysts for the conversion of methanol to light olefins. J. Chem. Soc. Chem. Commun. 603-4
78. 3] by rational se lection of the intercalated template cation. J. Chem. Soc. Chem. Commun. 1979-81
79. Chisholm MH, Zhou ZP. 2004. New generation polymers: the role of metal alkoxides as catalysts in the production of poly-oxygenates. J. Mater. Chem. 14:3081-92
80. 79a. Kricheldorf HR, Boettcher C, Tonnes KU. 1992. Polylactones. 23. Polymerization of racemic and meso D,L-lactide with various organotin catalysts stereochemical aspects. Polymer 33:2817-24
81. von Schenck H, Ryner M, Albertsson AC, Svensson M. 2002. Ring-opening polymerization of lactones and lactides with Sn(IV) and Al(III) initiators. Macromolecules 35:1556-62
82. Darensbourg DJ, Yarbrough JC. 2002. Mechanistic aspects of the copolymerization reaction of carbon dioxide and epoxides, using a chiral salen chromium chloride catalyst. J. Am. Chem. Soc. 124:6335-42
83. Bechtold K, Hillmyer MA, Tolman WB. 2001. Perfectly alternating copolymer of lactic acid and ethylene oxide as a plasticizing agent for polylactide. Macromolecules 34:8641-48
84. Laffend LM, Nagarajan V, Nakamura CE. U.S. Patent No. 5686276
85. Sorokin AB, Kachkarova-Sorokina SL, Donze C, Pinel C, Gallezot P. 2004. From native starch to hydrophilic and hydrophobic products: a catalytic approach. Top. Catal. 27:67-76
86. Bragd PL, van Bekkum H, Besemer AC. 2004. TEMPO-mediated oxidation of polysaccharides: survey of methods and applications. Top. Catal. 27:49-66
87. Moreau C, Belgacem MN, Gandini A. 2004. Recent catalytic advances in the chemistry of substituted furans from carbohydrates and in the ensuing polymers. Top. Catal. 27:11-30
88. Schoevaart R, Kieboom T. 2004. Application of galactose oxidase in chemoenzymatic one-pot cascade reactions without intermediate recovery steps. Top. Catal. 27:3-9
89. Hoydonckx HE, De Vos DE, Chavan SA, Jacobs PA. 2004. Esterification and transesterification of renewable chemicals. Top. Catal. 27:83-96
90. Bondioli P. 2004. The preparation of fatty acid esters by means of catalytic reactions. Top. Catal. 27:77-82
91. Marquez-Alvarez C, Sastre E, Perez-Pariente J. 2004. Solid catalysts for the synthesis of fatty esters of glycerol, polyglycerols and sorbitol from renewable resources. Top. Catal. 27:105-17
92. Mol JC. 2004. Catalytic metathesis of un saturated fatty acid esters and oils. Top. Catal. 27:97-104
93. Carrettin S, McMorn P, Johnston P, Griffin K, Kiely CJ, et al. 2004. Oxidation of glycerol using supported gold catalysts. Top. Catal. 27:131-36
94. Barrault J, Clacens JM, Pouilloux Y. 2004. Selective oligomerization of glycerol over mesoporous catalysts. Top. Catal. 27:131-42
95. Monteiro JLF, Veloso CO. 2004. Catalytic conversion of terpenes into fine chemicals. Top. Catal. 27:169-80
96. Swift KAD. 2004. Catalytic transformations of the major terpene feedstocks. Top. Catal. 27:143-55