Pyrazolylcyclotriphosphazene containing pendant polymers: Synthesis, characterization, and phosphate ester hydrolysis using a Cu(II)-metalated cross-linked polymeric catalyst

Inorganic Chemistry

Volumn 41, Issue 20, 2002, Pages 5162-5173

  Chandrasekhar, Vadapalli ^a   Athimoolam, Arunachalampillai ^a   Srivatsan, S G ^a   Sundaram, P Shanmuga ^a   Verma, Sandeep ^a   Steiner, Alexander ^b   Zacchini, Stefano ^b   Butcher, Raymond ^c  

^a INDIAN INSTITUTE OF TECHNOLOGY KANPUR   (India)

^b UNIVERSITY OF LIVERPOOL   (United Kingdom)

^c HOWARD UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

COPPER; ORGANOPHOSPHATE; POLYMER; PYROZOLYLCYCLOTRIPHOSPHAZENE; UNCLASSIFIED DRUG;

ANALYTIC METHOD; ARTICLE; CATALYSIS; CROSS LINKING; HYDROLYSIS; MICHAELIS CONSTANT; POLYMERIZATION; SIGNAL TRANSDUCTION; SPECTROSCOPY; STRUCTURE ANALYSIS; SYNTHESIS; X RAY CRYSTALLOGRAPHY;

EID: 0037037511     PISSN: 00201669     EISSN: None     Source Type: Journal    
DOI: 10.1021/ic011159v     Document Type: Article

References (104)

1. (a) Mark, J. E.; Allcock, H. R.; West, R. Inorganic Polymers; Prentice Hall: New York, 1992.
2. (b) De Jaeger, R.; Gleria, M. Prog. Polym. Sci. 1998, 23, 179.
3. (c) Manners, I. Angew. Chem., Int. Ed. Engl. 1996, 35, 1602.
4. (d) Neilson, R. H.; Wisian-Neilson, P. Chem. Rev. 1988, 88, 541.
5. (e) Allcock, H. R. Chem. Eng. News 1985, 63, 22.
6. (f) Allcock, H. R. Polymer 1980. 21, 673.
7. (g) Allcock, H. R. Acc. Chem. Res. 1979, 12, 351.
8. (h) Allcock, H. R. Angew. Chem., Int. Ed. Engl. 1977, 16. 147.
9. (a) Prange, P.; Reeves, S. D.; Allcock, H. R. Macromolecules 2000, 33, 5763.
10. (b) Carriedo, G. A.; Alonso, F. J. G.; Gonzalez, P. A.; Gomez-Elipe, P. Polyhedron 1999, 18, 2853.
11. (c) Allcock, H. R.; Olmeijer, D. L. Macromolecules 1998, 31, 8036.
12. (d) Allcock, H. R.; Ravikiran, R.; Olshavsky, M. A. Macromolecules 1998, 31, 5206.
13. (e) Allcock, H. R.; Krause, W. E. Macromolecules 1997, 30, 5683.
14. (f) Gleria, M.; Minto, M.; Bertani, R.; Facchin, G.; Tondello, E. Gazz. Chim. Ital. 1997, 127, 343.
15. (g) Carriedo, G. A.; Fernandez-Catuxo, L.; Alonso, F. J. G.; Gomez-Elipe, P.; Gonzalez, P. A. Macromolecules 1996, 29, 5320.
16. (h) Allcock, H. R.; Kim, Y. B. Macromolecules 1994, 27, 3933.
17. (i) Allcock, H. R. J. Polym. Sci., Polym. Symp. 1983, 70, 71.
18. (a) Allcock, H. R.; Kugel, R. L. Inorg. Chem. 1966, 5, 1716.
19. (b) Allcock, H. R.; Kugel, R. L.; Valan, K. J. Inorg. Chem. 1966, 5, 1709.
20. (c) Allcock, H. R.; Kugel, R. L. J. Am. Chem. Soc. 1965, 87, 4216.
21. (a) Jaeger, R. D.; Potin, Ph. Phosphorous, Sulfur Silicon Relat. Elem. 1993, 76, 223.
22. (b) D'Halluin, G.; De Jaeger, R.; Chambrette, J. P.; Potin, Ph. Macromolecules 1992, 25, 1254.
23. (c) Potin, P.; De Jaeger, R. Eur. Polym. J. 1991, 4/5, 341.
24. (d) Helioui, M.; De Jaeger, R.; Puskaric, E.; Heubel, J. Makromol. Chem. 1982, 183, 1137.
25. (a) Allcock, H. R.; Reeves, S. D.; de Denus, C. R.; Crane, C. A. Macromolecules 2001, 34, 748.
26. (b) Allcock, H. R.; Nelson, J. M.; Prange, R.; Crane, C. A.; de Denus, C. R. Macromolecules 1999, 32, 5736.
27. (c) Nelson, J. M.; Primrose, A. P.; Hartle, T. J.; Allcock, H. R. Macromolecules 1998, 31, 947.
28. (d) Allcock, H. R.; Nelson, J. M.; Reeves, S. D.; Honeyman, C. H.; Manners, I. Macromolecules 1997, 30, 50.
29. (e) Nelson, J. M.; Allcock, H. R. Macromolecules 1997, 30, 1854.
30. (f) Allcock, H. R.; Reeves, S. D.; Nelson, J. M.; Crane, C. A. Macromolecules 1997, 30, 2213.
31. (g) Nelson, J. M.; Allcock, H. R.; Manners, I. Macromolecules 1997, 30, 3191.
32. (h) Allcock, H. R.; Crane, C. A.; Morrissey, C. T.; Nelson, J. M.; Reeves, S. D.; Honeyman, C. H.; Manners. I. Macromolecules 1996, 29, 7740.
33. (i) Honeyman, C. H.; Manners, I.; Morrissey, C. T.; Allcock, H. R. J. Am. Chem. Soc. 1995, 117, 7035.
34. (a) White, M. L.; Montague, R. A.; Matyjaszewski, K. Polymer 1995. 36, 3493.
35. (b) Matyjaszewski, K.; Franz, U.; Montague, R. A.; White, M. L. Polymer 1994, 35, 5005.
36. (c) Matyjaszewski, K.; Lindenberg, M. S.; Moore, M. K.; White, M. L.; Kojima, M. J. Inorg. Organomet. Polym. 1993, 3, 317.
37. (d) Montague, R. A.; Matyjaszewski, K. J. Am. Chem. Soc. 1990, 112, 6721.
38. (a) Wisian-Neilson, P.; Neilson, R. H. J. Am. Chem. Soc. 1980, 102, 2848.
39. (b) Gruneich, J. A.; Wisian-Neilson, P. Macromolecules 1996, 29, 5511.
40. (a) Allcock, H. R.; Laredo, W. R.; Kellam, E. C., III: Morford, R. V. Macromolecules 2001, 34, 787.
41. (b) Allen. C. W.; Brown, E. D.; Worley, S. D. Inorg. Chem. 2000, 39, 810.
42. (c) Allcock, H. R.; McIntosh, M. B.; Klingenberg, E. H.; Napierala, M. E. Macromolecules 1998, 31, 5255.
43. (d) Allen, C. W. MGCN, Main Group Chem. News 1998, 6(4), 6.
44. (e) Inoue, K.; Sasaki, Y.; Itaya, T.; Tanigaki, T. Eur. Polym. J. 1997, 33, 841.
45. (f) Selvaraj I. I.; Chandrasekhar, V. Polymer 1997, 38, 3617.
46. (g) Allen, C. W. Trends. Polym. Sci. 1994, 2, 342.
47. (h) McNally, L.; Allen, C. W. Heteroatom Chem. 1993, 4, 159.
48. (i) Allen, C. W. Stud. Inorg. Chem. 1992, 14, 171.
49. (j) Inoue, K.; Nitta, H.; Tanigaki, T. Makromol. Chem., Rapid Commun. 1990, 11, 467.
50. (k) Inoue, K.; Nakano, M.; Takagi, M.; Tanigaki, T. Macromolecules 1989, 22, 1530.
51. (l) Inoue, K.; Takagi, M.; Nakano, M.; Nakamura, H.; Tanigaki, T. Makromol. Chem., Rapid Commun. 1988, 9, 345.
52. (m) Allen, C. W.; Bright, R. P. Macromolecules 1986, 19, 571.
53. (n) Allen. C. W. J. Polym. Sci., Polym. Symp. 1983, 70, 79.
54. Chandrasekhar, V.; Athimoolam, A.; Vivekanandan, K.; Nagendran, S. Tetrahedron Lett. 1999, 40, 1185.
55. (a) Vincent. J. B.; Crowder, M. W.; Averill, B. A. Trends Biochem. Sci. 1992, 17, 105.
56. (b) Fersht, A. Enzyme Structure and Mechanism; W. H. Freeman and Company: New York, 1985.
57. (a) Molenveld, P.; Engbersen, J. F. J.; Reinhoudt, D. N. Chem. Soc. Rev. 2000, 29, 105.
58. (b) Williams, N. H.; Takasaki, B.; Wall, M.; Chin, J. Acc. Chem. Res. 1999, 32, 485.
59. (c) Trawick, B. N.; Daniher, A. T.; Bashkin, J. K. Chem. Rev. 1998, 98, 939.
60. (d) Hegg, E. L.; Burstyn, J. N. Coord. Chem. Rev. 1998, 173, 133.
61. (a) Gajda, T.; Dupre, Y.; Torok, I.; Harmer, J.; Schweiger, A.; Sander, J.; Kuppert, D.; Hegetschweiler, K. Inorg. Chem. 2001, 40, 4918.
62. (b) Neverov, A. A.; Brown, R. S. Inorg. Chem. 2001, 40, 3588.
63. (c) Yamaguchi, K.; Akagi, F.; Fujinami, S.; Suzuki, M.; Shionoya, M.; Suzuki, S. Chem. Commun. 2001, 375.
64. (d) Fritsky, I. O.; Ott, R.; Kramer, R. Angew. Chem. Int. Ed. 2000, 39, 3255.
65. (e) Yama Kimura, E. Curr. Opin. Chem. Biol. 2000, 4, 207.
66. (f) Molenveld, P.; Engbersen, J. F. J.; Reinhoudt, D. J. Org. Chem. 1999, 64, 6337.
67. (g) Williams, N. H.; Lebuis, A.-M.; Chin, J. J. Am. Chem. Soc. 1999, 121, 3341.
68. (h) Hegg, E. L.; Mortimore, S. H.; Cheung, C. L.; Huyett, J. E.; Powell, D. R.; Burstyn, J. N. Inorg. Chem. 1999, 38, 2961.
69. (i) Komiyama, M.; Takeda, N.; Shigekawa, H. Chem. Commun. 1999, 1443.
70. (j) Molenveld, P.; Engbersen, J. F. J.; Kooijman, H.; Spek, A. L.; Reinhoudt, D. N. J. Am. Chem. Soc. 1998, 120, 6726.
71. (k) Suh, J.; Hong, S. H. J. Am. Chem. Soc. 1998, 120, 12545.
72. (l) Chin, J. Curr. Opin. Chem. Biol. 1997, 1, 514.
73. (m) Han, M. J.; Yoo, K. S.; Kim, K. H.; Lee, G. H.; Chang, J. Y. Macromolecules 1997, 30, 5408.
74. (n) Liu, S.; Hamilton, A. M. Tetrahedron Lett. 1997, 38, 1107.
75. (o) Kalesse, M.; Loos, A. Liebigs Ann. 1996, 935.
76. (p) Bruice, T. C.; Tsubouchi, A.; Dempcy, R. O.; Olson, L. P. J. Am. Chem. Soc. 1996, 118, 9867.
77. (q) Ruf, M.; Weis, K.; Vahrenkamp, H. J. Am. Chem. Soc. 1996, 118, 9288.
78. (r) Burstyn, J. N.; Deal, K. A. Inorg. Chem. 1993, 32, 3585.
79. (s) Kim, J. H.; Chin, J. J. Am. Chem. Soc. 1992, 114, 9792.
80. (a) Srivatsan, S. G.; Verma, S. Chem. Eur. J. 2001, 7, 828.
81. (b) Bodsgard, B. R.; Burstyn, J. N. Chem. Commun. 2001, 647.
82. (c) Srivatsan S. G.; Verma, S. Chem. Commun. 2000, 515.
83. (d) Abraham, A. T.; Zhou, X.; Hecht, S. M. J. Am. Chem. Soc. 1999, 121, 1981.
84. (e) Menger, F. M.; Tsuno, T. J. Am. Chem. Soc. 1989, 111, 4903.
85. Vogel's Textbook of Practical Organic Chemistry, 5th ed.; Longman: London, 1989.
86. Tanigaki, T.; Shirai, M.; Inoue, K. Polym. J. 1987, 19, 881.
87. Brown, D. M.; Usher, D. A. J. Chem. Soc. 1965, 6558.
88. Sheldrick, G. M. SHELXTL, An Integrated System for Solving, Refining and Displaying Crystal Structures from Diffraction Data; University of Gottingen: Gottingen, Germany, 1991.
89. Sheldrick, G. M. SHELX-97, Program for Crystal Structure Refinement; University of Gottingen: Gottingen, Germany, 1997.
90. (a) Chandrasekhar, V.; Nagendran, S. Chem. Soc. Rev. 2001, 30, 193.
91. (b) Thomas, K. R. J.; Chandrasekhar, V.; Vivekanandan, K.; Senthil Andavan, G. T.; Nagendran, S.; Kingsley, S.; Teikink, E. R. T. Inorg. Chim. Acta. 1999, 286, 127.
92. (c) Koo, B. H.; Byun, Y.; Hong, E.; Kim, Y.; Do, Y. Chem. Commun. 1998, 1227.
93. (d) Thomas, K. R. J.; Tharmaraj, P.; Chandrasekhar, V.; Bryan, C. D.; Cordes, A. W. Inorg. Chem. 1994, 33, 5332.
94. (e) Thomas, K. R. J.; Chandrasekhar, V.; Pal. P.; Scott, S. R.; Hallford. R.; Cordes, A. W. Inorg. Chem. 1993, 32, 606.
95. Bernarducci, E.; Schwindinger, W. F.; Hughey, J, L., IV; Krogh-Jespersen, J.; Schugar, H. J. J. Am. Chem. Soc. 1981, 103, 1686.
96. (a) Krishnamurthy, S. S.; Sau, A. C.; Woods, M. Adv. Inorg. Chem. Radiochem. 1978, 21, 41.
97. (b) Chandrasekhar, V.; Thomas, K. R. J. Struct. Bonding (Berlin) 1993, 81, 41.
98. (c) Chandrasekhar, V.; Krishnan, V. Adv. Inorg. Chem., in press.
99. Allcock, H. R.; Ngo, D. C.; Parvez, M.; Visscher, K. J. Chem. Soc., Dalton Trans. 1992, 1687.
100. Thallapally, P. K.; Nangia, A, CrystEngComm 2001, 27.
101. Chandrasekaran, A.; Krishnamurthy, S. S.; Nethaji, M. Inorg. Chem. 1994, 33, 3085.
102. (a) Vance, D. H.; Czarnik, A. W. J. Am Chem. Soc. 1993, 115, 12165.
103. (b) Breslow, R.; Huang, D. L. Proc. Natl. Acad. Sci. U.S.A. 1991, 88, 4080.
104. Merrifield, R. B. Angew. Chem., Int. Ed. Engl. 1985, 24, 799.