Environmentally friendlier organic transformations on mineral supports under non-traditional conditions

Journal of Materials Chemistry

Volumn 12, Issue 11, 2002, Pages 3199-3207

  Pillai, Unnikrishnan R ^a   Sahle Demessie, Endalkachew ^a   Varma, Rajender S ^a  

^a U S ENVIRONMENTAL PROTECTION AGENCY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ALDEHYDE DERIVATIVE; ALKENE; ALUMINUM OXIDE; CARBON DIOXIDE; CINNAMALDEHYDE; KETONE DERIVATIVE; MALEIC ANHYDRIDE; MINERAL; ORGANIC COMPOUND; OXIDE; SILICON DIOXIDE;

CATALYSIS; CATALYST; CHEMICAL REACTION; CLAY; CONFERENCE PAPER; CYCLIZATION; DEPROTECTION REACTION; DISSOLUTION; ENERGY RESOURCE; ENVIRONMENTAL MONITORING; EPOXIDATION; HYDROGENATION; MICROWAVE RADIATION; OXIDATION; POLYMERIZATION; RECYCLING; ULTRASOUND; WASTE MANAGEMENT;

EID: 0036844856     PISSN: 09599428     EISSN: None     Source Type: Journal    
DOI: 10.1039/b205916a     Document Type: Conference Paper

References (108)

1. R. S. Varma, in Green Chemical Syntheses and Processes, ACS Symp. Ser., no. 767, ed. P. T. Anastas, L. Heine and T. Williamson, American Chemical Society, Washington, DC, 2000, ch. 23, pp, 292-313; R. S. Varma, in Green Chemistry: Challenging Perspectives, ed. P. Tundo and P. T. Anastas, Oxford University Press, Oxford, 2000, pp. 221-244; R. S. Varma, in Microwaves: Theory and Application in Material Processing IV, ed. D. E. Clark, W. H. Sutton and D. A. Lewis, American Ceramic Society, Westerville, OH, 1997, p 357.
2. R. S. Varma, in Green Chemical Syntheses and Processes, ACS Symp. Ser., no. 767, ed. P. T. Anastas, L. Heine and T. Williamson, American Chemical Society, Washington, DC, 2000, ch. 23, pp, 292-313; R. S. Varma, in Green Chemistry: Challenging Perspectives, ed. P. Tundo and P. T. Anastas, Oxford University Press, Oxford, 2000, pp. 221-244; R. S. Varma, in Microwaves: Theory and Application in Material Processing IV, ed. D. E. Clark, W. H. Sutton and D. A. Lewis, American Ceramic Society, Westerville, OH, 1997, p 357.
3. R. S. Varma, in Green Chemical Syntheses and Processes, ACS Symp. Ser., no. 767, ed. P. T. Anastas, L. Heine and T. Williamson, American Chemical Society, Washington, DC, 2000, ch. 23, pp, 292-313; R. S. Varma, in Green Chemistry: Challenging Perspectives, ed. P. Tundo and P. T. Anastas, Oxford University Press, Oxford, 2000, pp. 221-244; R. S. Varma, in Microwaves: Theory and Application in Material Processing IV, ed. D. E. Clark, W. H. Sutton and D. A. Lewis, American Ceramic Society, Westerville, OH, 1997, p 357.
4. P. Lindström, J. Tierney, B. Wathey and J. Westman, Tetrahedron, 2001, 57, 9225.
5. L. Perreux and A. Loupy, Tetrahedron, 2001, 57, 9199.
6. R. S. Varma, Green Chem., 1999, 1, 43.
7. R. S. Varma, Clean Prod. Process., 1999, 1, 132.
8. S. Caddick, Tetrahedron, 1995, 51, 10403.
9. R. S. Varma, Tetrahedron, 2002, 58, 1235.
10. F. Langa, P. de la Cruz, A. de la Hoz, A. Díaz-Ortiz and E. Díez-Barra, Contemp. Org. Chem., 1997, 4, 373.
11. S. Deshayes, M. Liagre, A. Loupy, J-L. Luche and A. Petit, Tetrahedron, 1999, 55, 10851; A. Loupy, A. Petit, J. Hamelin, F. Texier-Boullet, P. Jacquault and D. Mathe, Synthesis, 1998, 1213.
12. S. Deshayes, M. Liagre, A. Loupy, J-L. Luche and A. Petit, Tetrahedron, 1999, 55, 10851; A. Loupy, A. Petit, J. Hamelin, F. Texier-Boullet, P. Jacquault and D. Mathe, Synthesis, 1998, 1213.
13. R. S. Varma, J. Heterocycl. Chem., 1999, 35, 1565.
14. P. M. Price, J. H. Clark and D. J. Macquarrie, J. Chem. Soc., Dalton Trans., 2000, 101.
15. R. S. Varma, M. Varma and A. K. Chatterjee, J. Chem. Soc., Perkin Trans. I, 1993, 999.
16. R. S. Varma and R. K. Saini, Tetrahedron Lett., 1997, 38, 2623.
17. R. S. Varma and H. M. Meshram, Tetrahedron Lett., 1997, 38, 7973.
18. R. S. Varma, R. Dahiya and R. K. Saini, Tetrahedron Lett., 1997, 38, 8819.
19. R. S. Varma, K. P. Naicker, D. Kumar, R. Dahiya and P. J. Liesen, J. Microwave Power Electromagn. Energy, 1999, 34, 113.
20. R. S. Varma and D. Kumar, J. Chem. Soc., Perkin Trans. I, 1999, 1755.
21. R. S. Varma and K. P. Naicker, Tetrahedron Lett., 1998, 39, 8437.
22. E. Gutierrez, A. Loupy, G. Bram and E. Ruiz-Hitzky, Tetrahedron Lett., 1989, 30, 945; G. Bram, A. Loupy, M. Majdoub, E. Gutierrez and E. Ruiz-Hitzky, Tetrahedron, 1990, 46, 5167; E. Gutierrez, A. J. Aznar and E. Ruiz-Hitzky, in Heterogeneous Catalysis and Fine Chemicals II, ed. M. Guisnet, Elsevier, Amsterdam, 1991, pp. 539-547.
23. E. Gutierrez, A. Loupy, G. Bram and E. Ruiz-Hitzky, Tetrahedron Lett., 1989, 30, 945; G. Bram, A. Loupy, M. Majdoub, E. Gutierrez and E. Ruiz-Hitzky, Tetrahedron, 1990, 46, 5167; E. Gutierrez, A. J. Aznar and E. Ruiz-Hitzky, in Heterogeneous Catalysis and Fine Chemicals II, ed. M. Guisnet, Elsevier, Amsterdam, 1991, pp. 539-547.
24. E. Gutierrez, A. Loupy, G. Bram and E. Ruiz-Hitzky, Tetrahedron Lett., 1989, 30, 945; G. Bram, A. Loupy, M. Majdoub, E. Gutierrez and E. Ruiz-Hitzky, Tetrahedron, 1990, 46, 5167; E. Gutierrez, A. J. Aznar and E. Ruiz-Hitzky, in Heterogeneous Catalysis and Fine Chemicals II, ed. M. Guisnet, Elsevier, Amsterdam, 1991, pp. 539-547.
25. A. L. García-Ponce, V. Prévot, B. Casal and E. Ruiz-Hitzky, New J. Chem., 2000, 24, 119; V. Prevot, B. Casal and E. Ruiz-Hitzky, J. Mater. Chem., 2001, 11, 554.
26. A. L. García-Ponce, V. Prévot, B. Casal and E. Ruiz-Hitzky, New J. Chem., 2000, 24, 119; V. Prevot, B. Casal and E. Ruiz-Hitzky, J. Mater. Chem., 2001, 11, 554.
27. L. Lami, B. Casal, L. Cuadra, J. Merino, A. Alvarez and E. Ruiz-Hitzky, Green Chem., 1999, 1, 199.
28. (a) R. S. Varma and R. K. Saini, Synlett., 1997, 857;
29. (b) R. S. Varma and R. Dahiya, J. Org. Chem., 1998, 63, 8038.
30. R. S. Varma, D. Kumar and P. J. Liesen, J. Chem. Soc., Perkin Trans. I, 1998, 4093.
31. R. S. Varma and D. Kumar, Tetrahedron Lett., 1999, 40, 7665.
32. I. A. Cottrill, A. Y. Usyatinsky, J. M. Arnold, D. S. Clark, J. S. Dordick, P. C. Michels and Y. L. Khmelnitsky, Tetrahedron Lett., 1998, 39, 1117; G. A. Strohmeier and C. O. Kappe, J. Comb. Chem., 2002, 4, 154.
33. I. A. Cottrill, A. Y. Usyatinsky, J. M. Arnold, D. S. Clark, J. S. Dordick, P. C. Michels and Y. L. Khmelnitsky, Tetrahedron Lett., 1998, 39, 1117; G. A. Strohmeier and C. O. Kappe, J. Comb. Chem., 2002, 4, 154.
34. R. S. Varma and R. K. Saini, Tetrahedron Lett., 1997, 38, 4337.
35. R. S. Varma, R. Dahiya and S. Kumar, Tetrahedron Lett., 1997, 38, 2039.
36. R. S. Varma and R. Dahiya, Tetrahedron, 1998, 54, 6293.
37. R. S. Varma and R. Dahiya, Tetrahedron Lett., 1997, 38, 2043.
38. R. S. Varma, R. K. Saini and H. M. Meshram, Tetrahedron Lett., 1997, 38, 6525.
39. R. S. Varma, R. Dahiya and R. K. Saini, Tetrahedron Lett., 1997, 38, 7823.
40. R. S. Varma and R. Dahiya, Tetrahedron Lett., 1998, 39, 1307.
41. U. R. Pillai, E. Sahle-Demessie and R. S. Varma, Tetrahedron Lett., 2002, 43, 2909.
42. T. S. Straub, Tetrahedron Lett., 1995, 36, 663.
43. V. K. Yadav and K. K. Kapoor, Tetrahedron, 1996, 52, 3659.
44. J. M. Fraile, J. I. Garcia, J. A. Mayoral and F. Figueras, Tetrahedron Lett., 1996, 37, 5995.
45. J-L. Luche, Synthetic Organic Sonochemistry, Plenum Press, New York, 1998, pp. 245.
46. Y. G. Adewuyi, Ind. Eng. Chem. Res., 2001, 40, 4681; P. Cintas and J-L. Luche, Green Chem., 1999, 1, 115.
47. Y. G. Adewuyi, Ind. Eng. Chem. Res., 2001, 40, 4681; P. Cintas and J-L. Luche, Green Chem., 1999, 1, 115.
48. J. H. Boyer and F. C. Canter, Chem. Rev., 1954, 54, 1; The Chemistry of Azido Group, ed. S. Patai, Interscience, London, 1971.
49. J. H. Boyer and F. C. Canter, Chem. Rev., 1954, 54, 1; The Chemistry of Azido Group, ed. S. Patai, Interscience, London, 1971.
50. R. S. Varma, K. P. Naicker and D. Kumar, J. Mol. Catal. A, 1999, 149, 153.
51. W. Adam, C. R. Saha-Moller and P. A. Ganeshpure, Chem. Rev., 2001, 101, 3499.
52. A. Bhaumik and T. Tatsumi, J. Catal., 2000, 189, 31; M. C. A. van Vliet, D. Mandeli, I. W. C. E. Arends, U. Schuchardt and R. A. Sheldon, Green Chem., 2001, 3, 243; A. Berkessel and C. A. Sklorz, Tetrahedron Lett., 1999, 40, 7965; D. Juwiler, J. Blum and R. Neumann, Chem. Commun., 1998, 1123; C. Venturello and R. D'Aloisio, J. Org. Chem., 1988, 53, 1553; J. Rudolph, K. L. Reddy, J. P. Chiang and K. B. Sharpless, J. Am. Chem. Soc., 1997, 119, 6189; J. R. Monnier and G. W. Hartley, J. Catal., 2001, 203, 253.
53. A. Bhaumik and T. Tatsumi, J. Catal., 2000, 189, 31; M. C. A. van Vliet, D. Mandeli, I. W. C. E. Arends, U. Schuchardt and R. A. Sheldon, Green Chem., 2001, 3, 243; A. Berkessel and C. A. Sklorz, Tetrahedron Lett., 1999, 40, 7965; D. Juwiler, J. Blum and R. Neumann, Chem. Commun., 1998, 1123; C. Venturello and R. D'Aloisio, J. Org. Chem., 1988, 53, 1553; J. Rudolph, K. L. Reddy, J. P. Chiang and K. B. Sharpless, J. Am. Chem. Soc., 1997, 119, 6189; J. R. Monnier and G. W. Hartley, J. Catal., 2001, 203, 253.
54. A. Bhaumik and T. Tatsumi, J. Catal., 2000, 189, 31; M. C. A. van Vliet, D. Mandeli, I. W. C. E. Arends, U. Schuchardt and R. A. Sheldon, Green Chem., 2001, 3, 243; A. Berkessel and C. A. Sklorz, Tetrahedron Lett., 1999, 40, 7965; D. Juwiler, J. Blum and R. Neumann, Chem. Commun., 1998, 1123; C. Venturello and R. D'Aloisio, J. Org. Chem., 1988, 53, 1553; J. Rudolph, K. L. Reddy, J. P. Chiang and K. B. Sharpless, J. Am. Chem. Soc., 1997, 119, 6189; J. R. Monnier and G. W. Hartley, J. Catal., 2001, 203, 253.
55. A. Bhaumik and T. Tatsumi, J. Catal., 2000, 189, 31; M. C. A. van Vliet, D. Mandeli, I. W. C. E. Arends, U. Schuchardt and R. A. Sheldon, Green Chem., 2001, 3, 243; A. Berkessel and C. A. Sklorz, Tetrahedron Lett., 1999, 40, 7965; D. Juwiler, J. Blum and R. Neumann, Chem. Commun., 1998, 1123; C. Venturello and R. D'Aloisio, J. Org. Chem., 1988, 53, 1553; J. Rudolph, K. L. Reddy, J. P. Chiang and K. B. Sharpless, J. Am. Chem. Soc., 1997, 119, 6189; J. R. Monnier and G. W. Hartley, J. Catal., 2001, 203, 253.
56. A. Bhaumik and T. Tatsumi, J. Catal., 2000, 189, 31; M. C. A. van Vliet, D. Mandeli, I. W. C. E. Arends, U. Schuchardt and R. A. Sheldon, Green Chem., 2001, 3, 243; A. Berkessel and C. A. Sklorz, Tetrahedron Lett., 1999, 40, 7965; D. Juwiler, J. Blum and R. Neumann, Chem. Commun., 1998, 1123; C. Venturello and R. D'Aloisio, J. Org. Chem., 1988, 53, 1553; J. Rudolph, K. L. Reddy, J. P. Chiang and K. B. Sharpless, J. Am. Chem. Soc., 1997, 119, 6189; J. R. Monnier and G. W. Hartley, J. Catal., 2001, 203, 253.
57. A. Bhaumik and T. Tatsumi, J. Catal., 2000, 189, 31; M. C. A. van Vliet, D. Mandeli, I. W. C. E. Arends, U. Schuchardt and R. A. Sheldon, Green Chem., 2001, 3, 243; A. Berkessel and C. A. Sklorz, Tetrahedron Lett., 1999, 40, 7965; D. Juwiler, J. Blum and R. Neumann, Chem. Commun., 1998, 1123; C. Venturello and R. D'Aloisio, J. Org. Chem., 1988, 53, 1553; J. Rudolph, K. L. Reddy, J. P. Chiang and K. B. Sharpless, J. Am. Chem. Soc., 1997, 119, 6189; J. R. Monnier and G. W. Hartley, J. Catal., 2001, 203, 253.
58. A. Bhaumik and T. Tatsumi, J. Catal., 2000, 189, 31; M. C. A. van Vliet, D. Mandeli, I. W. C. E. Arends, U. Schuchardt and R. A. Sheldon, Green Chem., 2001, 3, 243; A. Berkessel and C. A. Sklorz, Tetrahedron Lett., 1999, 40, 7965; D. Juwiler, J. Blum and R. Neumann, Chem. Commun., 1998, 1123; C. Venturello and R. D'Aloisio, J. Org. Chem., 1988, 53, 1553; J. Rudolph, K. L. Reddy, J. P. Chiang and K. B. Sharpless, J. Am. Chem. Soc., 1997, 119, 6189; J. R. Monnier and G. W. Hartley, J. Catal., 2001, 203, 253.
59. R. A. Sheldon, Green Chem., 2000, 1, G1; P. T. Anastas, L. B. Bartlett, M. M. Kirchhoff and T. C. Williamson, Catal. Today, 2000, 55, 11.
60. R. A. Sheldon, Green Chem., 2000, 1, G1; P. T. Anastas, L. B. Bartlett, M. M. Kirchhoff and T. C. Williamson, Catal. Today, 2000, 55, 11.
61. U. R. Pillai, E. Sahle-Demessie and R. S. Varma, unpublished results.
62. J. S. Yadav, B. V. S. Reddy, K. B. Reddy, K. S. Raj and A. R. Prasad, J. Chem. Soc., Perkin Trans. I, 2001, 1939.
63. M. K. Basu, F. F. Becker and B. K. Banik, J. Chem. Res., 2000, (S)406; M. K. Basu, F. F. Becker and B. K. Banik, Tetrahedron Lett., 2000, 41, 5603.
64. M. K. Basu, F. F. Becker and B. K. Banik, J. Chem. Res., 2000, (S)406; M. K. Basu, F. F. Becker and B. K. Banik, Tetrahedron Lett., 2000, 41, 5603.
65. D. Nagaraja and M. A. Pasha, Tetrahedron Lett., 1999, 40, 7855.
66. C. J. Valduga, D. B. Santis, H. S. Braibante and M. E. F. Braibante, J. Heterocycl. Chem., 1999, 36, 505.
67. J. T. Li, T. S. Li, L. J. Li and Z. Q. Yang, Ultrason. Sonochem., 1998, 5, 83.
68. C. J. Valduga, H. S. Braibante and M. E. F. Braibante, J, Heterocycl. Chem., 1998, 35, 189; C. J. Valduga, A. Squizani, H. S. Braibante and M. E. F. Braibante, Synthesis, 1998, 1019.
69. C. J. Valduga, H. S. Braibante and M. E. F. Braibante, J, Heterocycl. Chem., 1998, 35, 189; C. J. Valduga, A. Squizani, H. S. Braibante and M. E. F. Braibante, Synthesis, 1998, 1019.
70. J. J. V. Eynde, A. Mayence and Y. Vanha Verbeke, Tetrahedron Lett., 1995, 36, 3133.
71. G. Gopalakrishnan, S. Anandhi and N. S. Narasimhan, Indian. J. Chem., Sect. B, 1996, 35, 1194.
72. A. Gaplovsky, M. Gaplovsky, S. Toma and J. L. Luche, J. Org. Chem., 2000, 65, 8444; S. Toma, A. Gaplovsky and J. L. Luche, Ultrason. Sonochem., 2001, 8, 201.
73. A. Gaplovsky, M. Gaplovsky, S. Toma and J. L. Luche, J. Org. Chem., 2000, 65, 8444; S. Toma, A. Gaplovsky and J. L. Luche, Ultrason. Sonochem., 2001, 8, 201.
74. T. J. Mason, Chem. Soc. Rev., 1997, 26, 443.
75. M. Ruitenbeek, A. Dillen, A. Barbon, E. Faassen, D. Koningsberger and J. Geus, Catal. Today, 1998, 11, 133.
76. Y. Han, H. Wang, H. Cheng and J. Deng, Chem. Commun., 1999, 521.
77. U. Schuchardt, D. Cardoso, R. Sercheli, R. Pereira, R. S. da Cruz, M. C. Guerreiro, D. Mandelli, E. V. Spinace and E. L. Pires, Appl. Catal., A, 2001, 211, 1.
78. X. H. Tang, S. W. Liu, Y. Q. Wnag, W. P. Huang, E. Sominski, O. Palchik, Y. Koltypin and A. Gedanken, Chem. Commun., 2000, 2119.
79. N. Yao, G. X. Xiong, S. S. Sheng, M. Y. He, W. S. Yang and X. H. Bao, Catal. Lett., 2002, 78, 37.
80. Y. Q. Wang, L. X. Yin, O. Palchik, Y. R. Hacohen, Y. Koltypin and A. Gedanken, Langmuir, 2001, 17, 4131.
81. J. C. Yu, L. Z. Zhang and J. G. Yu, New J. Chem., 2002, 26, 416.
82. P. Jeevanandam, Y. Diamant, M. Motiei and A. Gedanken, Phys. Chem. Chem. Phys., 2001, 3, 4107.
83. A. Baiker, Chem. Rev., 1999, 99, 453.
84. P. E. Savage, Chem. Rev., 1999, 99, 603.
85. O. Krocher, R. A. Koppel and A. Baiker, Chem. Commun., 1996, 1497.
86. M. G. Hitzler, F. R. Smail, S. K. Ross and M. Poliakoff, Chem. Commun., 1998, 359.
87. U. R. Pillai and E. Sahle-Demessie, Chem. Commun., 2002, 422.
88. R. F. Heck, Palladium Reagents in Organic Synthesis, Academic Press, New York, 1985.
89. B. Minder, T. Mallat, K. H. Pickel, K. Steiner and A. Baiker, Catal. Lett., 1995, 34, 1.
90. A. Bertucco, P. Canu and L. Devetta, Ind. Eng. Chem. Res., 1997, 36, 2626.
91. O. Krocher, R. A. Koppel, M. Fobra and A. Baiker, J. Catal., 1998, 178, 284.
92. C. A. Thomas, R. J. Bonilla, Y. Huang and P. G. Jessop, Can. J. Chem., 2001, 79, 719.
93. D. Chouchi, D. Gourgouillon, M. Courel, J. Vital and M. Nunes da Ponte, Ind. Eng. Chem. Res., 2001, 40, 2551.
94. M. G. Hitzler and M. Poliakoff, Chem. Commun., 1997, 1667; M. G. Hitzler, F. R. Smail, S. K. Ross and M. Poliakoff, Org. Proc. Res. Dev., 1998, 2, 137.
95. M. G. Hitzler and M. Poliakoff, Chem. Commun., 1997, 1667; M. G. Hitzler, F. R. Smail, S. K. Ross and M. Poliakoff, Org. Proc. Res. Dev., 1998, 2, 137.
96. V. Arunajatesan, B. Balasubramaniam, K. W. Hutchenson and F. E. Herkes, Chem. Eng. Sci., 2001, 56, 1363.
97. (a) B. M. Bhanage, Y. Ikushima, M. Shirai and M. Arai, Catal. Lett., 1999, 62, 175;
98. (b) F. Y. Zhao, Y. Ikushima, M. Shirai, T. Ebina and M. Arai, J. Mol. Catal. A, 2002, 180, 259.
99. E. Sahle-Demessie, M. A. Gonzalez, J. Enriquez and Q. Zhao, Ind. Eng. Chem. Res., 2000, 39, 4858.
100. B. Kerler and A. Martin, Catal. Today, 2000, 61, 9.
101. L. Zhou, C. Erkey and A. Akgerman, AIChE J., 1995, 41, 2122.
102. G. Jenzer, M. S. Schneider, R. Wandeler, T. Mallat and A. Baiker, J. Catal., 2001, 199, 141.
103. H. F. Jiang, L. Q. Jia and J. H. Li, Green Chem., 2000, 2, 161.
104. H. Wakayama and Y. Fukushima, Ind. Eng. Chem. Res., 2000, 39, 4641.
105. G. J. Hutchings, J. A. Lopez-Sanchez, J. K. Bartley, J. M. Webster, A. Burrows, C. J. Kiely, A. F. Carley, C. Rhodes, M. Havecker, A. Knop-Gericke, R. W. Mayer, R. Schlogl, J. C. Volta and M. Poliakoff, J. Catal., 2002, 208, 197.
106. T. Patonay, R. S. Varma, A. Vass, A. Levai and J. Dudas, Tetrahedron Lett., 2001, 42, 1403.
107. A. Stadler and C. O. Kappe, J. Comb. Chem., 2001, 3, 624; C. O. Kappe, D. Kumar and R. S. Varma, Synthesis, 1998, 1799.
108. A. Stadler and C. O. Kappe, J. Comb. Chem., 2001, 3, 624; C. O. Kappe, D. Kumar and R. S. Varma, Synthesis, 1998, 1799.