Sorption of Xenon, Methane, and Organic Solvents by a Flexible Microporous Polymer Catena-Bis(Dibenzoylmethanato)-(4,4′-bipyridyl)nickel(II)

Chemistry of Materials

Volumn 15, Issue 25, 2003, Pages 4810-4818

  Soldatov, D V ^a,b   Moudrakovski, I L ^a   Ratcliffe, C I ^a   Dutrisac, R ^a   Ripmeester, J A ^a  

^a NATIONAL RESEARCH COUNCIL CANADA   (Canada)

^b NIKOLAEV INSTITUTE OF INORGANIC CHEMISTRY   (Russian Federation)

Author keywords

[No Author keywords available]

Indexed keywords

CHELATION; CRYSTAL STRUCTURE; METHANE; MICROPOROUS MATERIALS; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; ORGANIC SOLVENTS; PARAMAGNETISM; SINGLE CRYSTALS; SORPTION; XENON;

MICROPOROUS SOLIDS; POLYMERIC COMPLEXES;

MATERIALS SCIENCE;

CATENA BIS(DIBENZOYLMETHANATO)(4,4' BIPYRIDYL)NICKEL; METHANE; ORGANIC SOLVENT; POLYMER; UNCLASSIFIED DRUG; XENON; ZINC;

ARTICLE; CHEMICAL STRUCTURE; CRYSTAL STRUCTURE; LIQUID; MATERIALS; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; POLYMERIZATION; POROSITY; STRUCTURE ANALYSIS; X RAY ANALYSIS;

EID: 0346120153     PISSN: 08974756     EISSN: None     Source Type: Journal    
DOI: 10.1021/cm030433b     Document Type: Article

References (99)

1. Comprehensive Supramolecular Chemistry; Atwood, J. L., Davies, J. E. D., MacNicol, D. D., Vögtle, F., Eds.; Pergamon: Oxford, U.K., 1996; Vol. 3, pp 157-165, 445-449, 599; Vol. 6, pp 217-223; Vol. 7, pp 744-746; Vol. 10, pp 196-210, 417-428.
2. Comprehensive Supramolecular Chemistry; Atwood, J. L., Davies, J. E. D., MacNicol, D. D., Vögtle, F., Eds.; Pergamon: Oxford, U.K., 1996; Vol. 3, pp 157-165, 445-449, 599; Vol. 6, pp 217-223; Vol. 7, pp 744-746; Vol. 10, pp 196-210, 417-428.
3. Comprehensive Supramolecular Chemistry; Atwood, J. L., Davies, J. E. D., MacNicol, D. D., Vögtle, F., Eds.; Pergamon: Oxford, U.K., 1996; Vol. 3, pp 157-165, 445-449, 599; Vol. 6, pp 217-223; Vol. 7, pp 744-746; Vol. 10, pp 196-210, 417-428.
4. Comprehensive Supramolecular Chemistry; Atwood, J. L., Davies, J. E. D., MacNicol, D. D., Vögtle, F., Eds.; Pergamon: Oxford, U.K., 1996; Vol. 3, pp 157-165, 445-449, 599; Vol. 6, pp 217-223; Vol. 7, pp 744-746; Vol. 10, pp 196-210, 417-428.
5. Chapman, R. G.; Sherman, J. C. Tetrahedron 1997, 53, 15911-15945.
6. Atwood, J. L.; Barbour, L. J.; Jerga, A. Science 2002, 296, 2367-2369.
7. Yannakopoulou, K.; Ripmeester, J. A.; Mavridis, I. M. J. Chem. Soc., Perkin Trans. 2 2002, 1639-1644.
8. Martel, B.; Morcellet, M.; Ruffin, D.; Vinet, F.; Weltrowski, M. J. Inclusion Phenom. 2002, 44, 439-442.
9. Burdukov, A. B.; Roschupkina, G. I.; Gatilov, Y. V.; Gromilov, S. A.; Reznikov, V. A. J. Supramol. Chem. 2002, 2, 359-363.
10. Enright, G. D.; Udachin, K. A.; Moudrakovski, I. L.; Ripmeester, J. A. J. Am. Chem. Soc. 2003, 125, 9896-9897.
11. Ung, A. T.; Gizachew, D.; Bishop, R.; Scudder, M. L.; Dance, I. G.; Craig, D. C. J. Am. Chem. Soc. 1995, 117, 8745-8756.
12. Russel, V. A.; Evans, C. C.; Li, W.; Ward, M. D. Science 1997, 276, 575-579.
13. Noro, S.; Kitagawa, S.; Kondo, M.; Seki, K. Angew. Chem., Int. Ed. 2000, 39, 2081-2084.
14. Sozzani, P.; Comotti, A.; Simonutti, R.; Meersman, R.; Meersman, T.; Logan, J. W.; Pines, A. Angew. Chem., Int. Ed. 2000, 39, 2695-2698.
15. Kristiansson, O.; Tergenius, L. E. J. Chem. Soc., Dalton Trans. 2001, 1415-1420.
16. Liao, J.-H.; Chen, P.-L.; Hsu, C.-C. J. Phys. Chem. Sol. 2001, 62, 1629-1642.
17. Liu, Y.-H.; Lu, Y.-L.; Tsai, H.-L.; Wang, J.-C.; Lu, K.-L. J. Solid State Chem. 2001, 158, 315-319.
18. Eddaoudi, M.; Kim, J.; Rosi, N.; Vodak, D.; Watcher, J.; O'Keeffe, M.; Yaghi, O. M. Science 2002, 295, 469-472.
19. Noro, S.; Kitaura, R.; Kondo, M.; Kitagawa, S.; Ishii, T.; Matsuzaka, H. ; Yamashita, M. J. Am. Chem. Soc. 2002, 124, 2568-2583.
20. Seki, K. Langmuir 2002, 18, 2441-2443.
21. Wang, Q. M.; Shen, D.; Bülow, M.; Lau, M. L.; Deng, S.; Fitch, F. R.; Lemcoff, N. O.; Semanscin, J. Microporous Mesoporous Mater. 2002, 55, 217-230.
22. Huang, L.; Wang, H.; Chen, J.; Wang, Z.; Sun, J.; Zhao, D.; Yan, Y. Microporous Mesoporous Mater. 2003, 58, 105-114.
23. Ueda, T.; Eguchi, T.; Nakamura, N.; Wasylishen, R. E. J. Phys. Chem. B 2003, 107, 180-185.
24. Rather, B.; Zaworotko, M. J. Chem. Commun. 2003, 830-831.
25. Kitagawa, S.; Kondo, M. Bull. Chem. Soc. Jpn. 1998, 71, 1739-1753.
26. Fletcher, A. J.; Cussen, E. J.; Prior, T. J.; Rosseinsky, M. J.; Kepert, C. J.; Thomas, K. M. J. Am. Chem. Soc. 2001, 123, 10001-10011.
27. Halder, G. J.; Kepert, C. J.; Moubaraki, B.; Murray, K. S.; Cashion, J. D. Science 2002, 298, 1762-1765.
28. Cussen, E. J.; Claridge, J. B.; Rosseinsky, M. J.; Kepert, C. J. J. Am. Chem. Soc. 2002, 124, 9574-9581.
29. Lu, J. Y.; Babb, A. M. Chem. Commun. 2002, 1340-1341.
30. Uemura, K.; Kitagawa, S.; Kondo, M.; Fukui, K.; Kitaura, R.; Chang, H.-C.; Mizutani, T. Chem. Eur. J. 2002, 8, 3586-3600.
31. Seki, K. Phys. Chem. Chem. Phys. 2002, 4, 1968-1971.
32. Kitaura, R.; Kitagawa, S.; Kubota, Y.; Kobayashi, T. C.; Kindo, K.; Mita, Y.; Matsuo, A.; Kobayashi, M.; Chang, H.,-C.; Ozawa, T. C.; Suzuki, M.; Sakata, M.; Takata, M. Science 2002, 298, 2358-2361.
33. Suh, M. P.; Ko, J. W.; Choi, H. J. J. Am. Chem. Soc. 2002, 124, 10976-10977.
34. Görbitz, C. H. Acta Crystallogr. 2002, B58, 849-854.
35. Brouwer, E. B.; Enright, G. D.; Udachin, K. A.; Lang, S.; Ooms, K. J.; Halchuk, P. A.; Ripmeester, J. A. Chem. Commun. 2003, 1416-1417.
36. Soldatov, D. V.; Ripmeester, J. A.; Shergina, S. I.; Sokolov, I. E.; Zanina, A. S.; Gromilov, S. A.; Dyadin, Yu. A. J. Am. Chem. Soc. 1999, 121, 4179-4188.
37. Soldatov, D. V.; Ripmeester, J. A. Chem. Eur. J. 2001, 7, 2979-2994.
38. Nossov, A. V.; Soldatov, D. V.; Ripmeester, J. A. J. Am. Chem. Soc. 2001, 123, 3563-3568.
39. Manakov, A. Yu.; Soldatov, D. V.; Ripmeester, J. A.; Lipkowski, J. J. Phys. Chem. B 2000, 104, 12111-12118.
40. Soldatov, D. V.; Grachev, E. V.; Ripmeester, J. A. Cryst. Growth Des. 2002, 2, 401-408.
41. Soldatov, D. V.; Zanina, A. S.; Enright, G. D.; Ratcliffe, C. I.; Ripmeester, J. A. Cryst. Growth Des. 2003, 3, 1005-1113.
42. Ichiraku, Y.; Stern, S. A.; Nakagawa, T. J. Membr. Sci. 1987, 34, 5-18.
43. Witchey-Lakshmanan, L. C.; Hopfenberg, H. B.; Chern, R. T. J. Membr. Sci. 1990, 48, 321-331.
44. Volkov, V. V. Polim. J. 1991, 23, 457-466.
45. Srinivasan, R.; Auvil, S. R.; Burban, P. M. J. Membr. Sci. 1994, 86, 67-86.
46. Srisiri, W.; O'Brien, D. F.; Orädd, G.; Persson, S.; Lindblom, G. Polym. Prepr. 1997, 38, 906-907.
47. Tsutsui, K.; Tsujita, Y.; Yoshimizu, H.; Kinoshita, T. Polymer 1998, 39, 5177-5182.
48. Ilinitch, O. M.; Fenelonov, V. B.; Lapkin, A. A.; Okkel, L. G.; Terskikh, V. V.; Zamaraev, K. I. Microporous Mesoporous Mater. 1999, 31, 97-110.
49. Rizzo, P.; Ruiz de Ballesteros, O.; De Rosa, C.; Auriemma, F.; La Camera, D.; Petraccone, V.; Lotz, B. Polymer 2000, 41, 3745-3749.
50. Milano, G.; Venditto, V.; Guerra, G.; Cavallo, L.; Ciambelli, P.; Sannino, D. Chem. Mater. 2001, 13, 1506-1511.
51. Handa, Y. P.; Zhang, Z.; Nawaby, V.; Tan, J. Cell. Polym. 2001, 20, 241-253.
52. Hodge, K.; Prodpran, T.; Shenogina, N. B.; Nazarenko, S. J. Polym. Sci. 2001, 39, 2519-2538.
53. Trezza, E.; Grassi, A. Macromol. Rapid. Commun. 2002, 23, 260-263.
54. Yoshioka, A.; Tashiro, K. Macromolecules 2003, 36, 3593-3600.
55. Loffredo, F.; Pranzo, A.; Venditto, V.; Longo, P.; Guerra, G. Macromol. Chem. Phys. 2003, 204, 859-867.
56. Comprehensive Supramolecular Chemistry; Templating, Self-assembly, and Self-organization; Sauvage, J.-P., Hosseini, M. W., Eds.; Pergamon: Oxford, U.K., 1996; Vol. 9.
57. Swiegers, G. F.; Malefetse, T. J. Chem. Rev. 2000, 100, 3483-3537.
58. Goldberg, I. Chem. Eur. J. 2000, 6, 3863-3870.
59. Dinolfo, P. H.; Hupp, J. T. Chem. Mater. 2001, 13, 3113-3125.
60. Song, R.; Kim, K. M.; Sohn, Y. S. Inorg. Chem. 2003, 42, 821-826.
61. Soldatov, D. V.; Tinnemans, P.; Enright, G. D.; Ratcliffe, C. I.; Diamente, P. R.; Ripmeester, J. A. Chem. Mater. 2003, 15 (20), 3826-3840.
62. Toda, F.; Akagi; K. Tetrahedron Lett. 1968, 9, 3695-3698.
63. Hart, H.; Lin, L.-T. W.; Ward, D. L. J. Am. Chem. Soc. 1984, 106, 4043-4045.
64. Jetti, R. K. R.; Kuduva, S. S.; Reddy, D. S.; Xue, F.; Mak, T. C. W.; Nangia, A.; Desiraju, G. R. Tetrahedron Lett. 1998, 913-916.
65. Caira, M. R.; Nassimbeni, L. R.; Toda, F.; Vujovic, D. J. Chem. Soc., Perkin Trans. 2 1999, 2681-2684.
66. Jetti, R. K. R.; Xue, F.; Mac, T. C. W.; Nangia, A. J. Chem. Soc., Perkin Trans. 2 2000, 39, 1223-1232.
67. Diskin-Posner, Y.; Patra, G. K.; Goldberg, I. J. Chem. Soc., Dalton Trans. 2001, 2775-2782.
68. Soldatov, D. V.; Henegouwen, A. T.; Enright, G. D.; Ratcliffe, C. I.; Ripmeester, J. A. Inorg. Chem. 2001, 40, 1626-1636.
69. Soldatov, D. V.; Ripmeester, J. A. Chem. Mater. 2000, 12, 1827-1839.
70. Ipser, H. Ber. Bunsen-Ges. Phys. Chem. 1998, 102, 1217-1224.
71. Sheldrick, G. M. SHELXTL PC, Ver. 4.1. An Integrated System for Solving, Refining and Displaying Crystal Structure from Diffraction Data; Siemens Analytical X-ray Instruments, Inc.: Madison, WI, 1990.
72. Grover, B. C. Phys. Rev. Lett. 1978, 40, 391-392.
73. Happer, W.; Miron, E.; Schaeffer, S.; Schreiber, D.; Van Wijngaarden, W. A.; Zeng, X. Phys. Rev. A 1984, 29, 3092-3110.
74. Moudrakovski, I. L.; Lang, S.; Ratcliffe, C. I.; Simard, B.; Santyr, G.; Ripmeester, J. A. J. Magn. Res. 2000, 144, 372-377.
75. Jameson, C. J.; Jameson, A. K.; Cohen, S. M. J. Chem. Phys. 1973, 59, 4540-4546.
76. Davis, J. H.; Jeffrey, K. R.; Bloom, M.; Valic, M. I.; Higgs, T. P. Chem. Phys. Lett. 1976, 42, 390-394.
77. Ripmeester, J. A. J. Magn. Res. 1984, 56, 247-253.
78. Nagano, J.; Eguchi, T.; Asanuma, T.; Masui, H.; Nakayama, H.; Nakamura, N.; Derouane, E. G. Microporous Mesoporous Mater. 1999, 33, 249-256.
79. Raftery, D.; Chmelka, B. F. NMR 1994, 30, 111-158.
80. Ratcliffe, C. I. Annu. Rep. NMR Spectrosc. 1998, 36, 124-221.
81. Springuel-Huet, M. A.; Bonardet, J. L.; Gedeon, A.; Fraissard, J. Magn. Reson. Chem. 1999, 37, S1-S13.
82. Barrie, P. J.; Klinowski, J. Prog. NMR Spectrosc. 1992, 24, 91-108.
83. Brunauer, S. The Adsorption of Gases and Vapors; Princeton University Press: Princeton, NJ, 1943; Vol. I.
84. Webb, P. A.; Orr, C. Analytical Methods in Fine Particle Technology; Micromeritics Instrument Corporation: Norcross, GA, 1997; Chapter 3.
85. Lee, F.; Gabe, E.; Tse, J. S.; Ripmeester, J. A. J. Am. Chem. Soc. 1988, 110, 6014-6019.
86. Ripmeester, J. A.; Ratcliffe, C. I. J. Phys. Chem. 1995, 99, 619-622.
87. Moudrakovski, I. L.; Ratcliffe, C. I.; Ripmeester, J. A. Appl. Magn. Reson. 1996, 10, 559-574.
88. Jameson, A. K.; Jameson, C. J.; Gerald R. E., II J. Chem. Phys. 1994, 101, 1775-1786.
89. Enright, G. D.; Ratcliffe, C. I.; Ripmeester, J. A. Mol. Phys. 1999, 97, 1193-1196.
90. Soldatov, D. V.; Ripmeester, J. A. Supramol. Chem. 2001, 12, 357-368.
91. Soldatov, D. V.; Enright, G. D.; Ripmeester, J. A. Chem. Mater. 2002, 14, 348-356.
92. 2 was structurally different from both guest-free polymorphs of the nickel compound, and it did not show the ability to absorb methane or xenon.
93. Kitaura, R.; Seki, K.; Akiyama, G.; Kitagawa, S. Angew. Chem., Int. Ed. 2003, 42, 428-431.
94. Chen, B.; Fronchek, F. R.; Maverick, A. W. Chem. Commun. 2003, 2166-2167.
95. Ratcliffe, C. I.; Soldatov, D. V.; Ripmeester, J. A. Microporous. Mesoporous Mater. accepted for publication.
96. It is not possible to extract quantitative information about the benzene-Ni(II) distances from the NMR spectra, but it might be reasonable to suggest distances similar to those seen between clorobenzene and Zn(II) in the crystal structure which was determined in this work. The Zn-H(chlorobenzene) distances range within 4.2-7.9 Å for guest A and 5.1-8.2 Å for disordered guest B.
97. Ok, J. H.; Vold, R. R.; Vold, R. L.; Etter, M. C. J. Phys. Chem. 1989, 93, 7618-7624.
98. Zhang, S.-Y.; Talu, O.; Hayhurst, D. T. J. Phys. Chem. 1991, 95, 1722-1726.
99. Kondo, M.; Shimamura, M.; Noro, S.; Minakoshi, S.; Asami, A.; Seki, K.; Kitagawa, S. Chem. Mater. 2000, 12, 1288-1299.