Cerium-Based M4L4 tetrahedra as molecular flasks for selective reaction prompting and luminescent reaction tracing

Chemistry - A European Journal

Volumn 20, Issue 8, 2014, Pages 2224-2231

  Jiao, Yang ^a   Wang, Jian ^a   Wu, Pengyan ^a   Zhao, Liang ^a   He, Cheng ^a   Zhang, Jing ^a   Duan, Chunying ^a  

^a DALIAN UNIVERSITY OF TECHNOLOGY   (China)

Author keywords

aldehydes; amides; cerium; host guest systems; luminescence

Indexed keywords

CATALYTIC MECHANISMS; CATALYTIC PERFORMANCE; CATALYTIC REACTIONS; CONCENTRATION VARIATION; HOST-GUEST SYSTEM; HYDROXYBENZYLIDENE; METAL-ORGANIC POLYHEDRON; SELECTIVE REACTIONS;

ALDEHYDES; AMIDES; BOTTLES; CATALYSIS; GEOMETRY; LUMINESCENCE; SUBSTRATES;

CERIUM;

EID: 84893834212     PISSN: 09476539     EISSN: 15213765     Source Type: Journal    
DOI: 10.1002/chem.201303560     Document Type: Article

References (100)

1. M. Fujita, M. Tominaga, A. Hori, B. Therrien, Acc. Chem. Res. 2005, 38, 369-378
2. B. H. Northrop, Y.-R. Zheng, K.-W. Chi, P. J. Stang, Acc. Chem. Res. 2009, 42, 1554-1563
3. M. D. Ward, Chem. Commun. 2009, 4487-4499
4. D. Fiedler, D. H. Leung, R. G. Bergman, K. N. Raymond, Acc. Chem. Res. 2005, 38, 349-358
5. R. W. Saalfrank, H. Maid, A. Scheurer, Angew. Chem. 2008, 120, 8924-8956
6. Angew. Chem. Int. Ed. 2008, 47, 8794-8824.
7. I. M. Müller, D. Möller, Angew. Chem. 2005, 117, 3029-3033
8. Angew. Chem. Int. Ed. 2005, 44, 2969-2973
9. S. Hiraoka, K. Harano, M. Shiro, Y. Ozawa, N. Yasuda, K. Toriumi, M. Shionoya, Angew. Chem. 2006, 118, 6638-6641
10. Angew. Chem. Int. Ed. 2006, 45, 6488-6491
11. I. S. Tidmarsh, T. B. Faust, H. Adams, L. P. Harding, L. Russo, W. Clegg, M. D. Ward, J. Am. Chem. Soc. 2008, 130, 15167-15175
12. D. Moon, S. Kang, J. Park, K. Lee, R. P. John, H. Won, G. H. Seong, Y. S. Kim, G. H. Kim, H. Rhee, M. S. Lah, J. Am. Chem. Soc. 2006, 128, 3530-3531.
13. X. Zhang, K. N. Houk, Acc. Chem. Res. 2005, 38, 379-385
14. D. M. Vriezema, M. C. Aragonès, J. A. A. W. Elemans, J. J. L. M. Cornelissen, A. E. Rowan, R. J. M. Nolte, Chem. Rev. 2005, 105, 1445-1489
15. M. Yoshizawa, S. Sato, M. Fujita, Angew. Chem. 2009, 121, 3470-3490
16. Angew. Chem. Int. Ed. 2009, 48, 3418-3438
17. D. M. Rudkevich, M. C. Aragones, J. A. A. W. Elemans, J. J. L. M. Cornelissen, A. E. Rowan, R. J. M. Notle, Chem. Rev. 2005, 105, 1445-1489
18. J. Rebek Jr, Acc. Chem. Res. 2009, 42, 1660-1668.
19. M. D Pluth, R. G. Bergman, K. N. Raymond, Science 2007, 316, 85-88
20. M. Yoshizawa, M. Tamura, M. Fujita, Science 2006, 312, 251-254
21. Z. J. Wang, K. N. Clary, R. G. Bergman, K. N. Raymond, F. D. Toste, Nat. Chem. 2013, 5, 100-103
22. T. Sawada, M. Yoshizawa, S. Sato, M. Fujita, Nat. Chem. 2009, 1, 53-58
23. Y. Inokuma, M. Kawanom, M. Fujita, Nat. Chem. 2011, 3, 349-358
24. Q.-T. He, X.-P. Li, Y. Lu, Z.-Q. Yu, W. Wang, C.-Y. Su, Angew. Chem. 2009, 121, 6272-6275
25. Angew. Chem. Int. Ed. 2009, 48, 6156-6159.
26. S. M. Cohen, Nature 2009, 461, 602-603
27. P. Mal, B. Breiner, K. Rissanen, J. R. Nitschke, Science 2009, 324, 1697-1699
28. M. D. Pluth, D. Fiedler, J. S. Mugridge, R. G. Bergman, K. N. Raymond, Proc. Natl. Acad. Sci. USA 2009, 106, 10438-10443
29. H. Clever, S. Tashiro, M. Shionoya, Angew. Chem. 2009, 121, 7144-7146
30. Angew. Chem. Int. Ed. 2009, 48, 7010-7012.
31. L. Cronin, Angew. Chem. 2006, 118, 3656-3658
32. Angew. Chem. Int. Ed. 2006, 45, 3576-3578
33. C. Schmuck, Angew. Chem. 2007, 119, 5932-5935
34. Angew. Chem. Int. Ed. 2007, 46, 5830-5833
35. H. Amouri, C. Desmarets, J. Mouss, Chem. Rev. 2012, 112, 2015-2041
36. R. Chakrabarty, P. S. Mukherjee, P. J. Stang, Chem. Rev. 2011, 111, 1810-1918
37. T. R. Cook, Y. R. Zheng, P. J. Stang, Chem. Rev. 2013, 113, 734-777.
38. C. M. Lee, W. D. Kumler, J. Am. Chem. Soc. 1962, 84, 571-578
39. H. A. Bent, Chem. Rev. 1968, 68, 587-648
40. P. L. Huyskens, J. Am. Chem. Soc. 1977, 99, 2578-2582.
41. C. Nativi, M. Cacciarini, O. Francesconi, A. Vacca, G. Moneti, A. Ienco, S. Roelens, J. Am. Chem. Soc. 2007, 129, 4377-4385
42. Y. Ferrand, M. P. Crump, A. P. Davis, Science 2007, 318, 619-622
43. Y. Z. Liu, C. H. Hu, A. Comotti, Science 2011, 333, 436-440
44. C. He, Z. Li, Z. He, C. Duan, C. Xu, Z. Wang, C. Yan, Angew. Chem. 2008, 120, 891-895
45. Angew. Chem. Int. Ed. 2008, 47, 877-881;.
46. S. Hasegawa, S. Horike, R. Matsuda, S. Furukawa, K. Mochizuki, Y. Kinoshita, S. Kitagawa, J. Am. Chem. Soc. 2007, 129, 2607-2614
47. J. Y. Li, O. K. Farha, J. Roberts, K. A. Scheidt, S. T. Nguyen, J. T. Hupp, Chem. Soc. Rev. 2009, 38, 1450-1459
48. F. A. Paz, J. Klinowski, S. M. Vilela, J. P. Tome, J. A. Cavaleiro, J. Rocha, Chem. Soc. Rev. 2012, 41, 1088-1100
49. R. J. Kuppler, D. J. Timmons, Q. R. Fang, J. R. Li, T. A. Makal, M. D. Young, D. Q. Yuan, D. Zhao, W. J. Zhuang, H. C. Zhou, Coord. Chem. Rev. 2009, 253, 3042-3066.
50. K. Harano, S. Hiraoka, M. Shionoya, J. Am. Chem. Soc. 2007, 129, 5300-5301
51. P. Ballester, A. I. Oliva, A. Costa, P. M. Deya, A. Frontera, R. M. Gomila, C. A. Hunter, J. Am. Chem. Soc. 2006, 128, 5560-5569
52. H. A. Mohamed, J. L. Beof, E. Rivera, L. Wojtasb, M. Eddaoudi, Chem. Sci. 2011, 2, 1695-1705.
53. S. Mirtschin, A. Turski, R. Scopelliti, A. H. Velders, K. Severin, J. Am. Chem. Soc. 2010, 132, 14004-14005
54. Y. F. Hanm W. G. Jia, W. B. Yu, G. X. Jin, Chem. Soc. Rev. 2009, 38, 3419-3434
55. F. Wuthner, C. C. You, C. R. Saha-Moler, Chem. Soc. Rev. 2004, 33, 133-146
56. P. Wang, J. P. Ma, Y. B. Dong, Chem. Eur. J. 2009, 15, 10432-10445.
57. V. Nanda, R. L. Koder, Nat. Chem. 2010, 2, 15-24
58. M. J. Wiester, P. A. Ulmann, C. A. Mirkin, Angew. Chem. 2011, 123, 118-142
59. Angew. Chem. Int. Ed. 2011, 50, 114-137.
60. A. P. de Silva, H. Q. N. Gunaratne, T. Gunnlaugsson, A. J. M. Huxley, C. P. McCoy, J. T. Rademacher, T. E. Rice, Chem. Rev. 1997, 97, 1515-1566
61. H. Sato, R. Matsuda, K. Sugimoto, M. Takata, S. Kitagawa, Nat. Mater. 2010, 9, 661-666
62. M. D. Ward, P. R. Raithby, Chem Soc. Rev. 2013, 42, 1619-1636.
63. Z. J. Ning, H. Tian, Chem. Commun. 2009, 5483-5495
64. A. Hagfeldt, G. Boschloo, L. C. Sun, L. Kloo, H. Pettersson, Chem. Rev. 2010, 110, 6595-6663
65. P. Y. Wu, J. Wang, C. He, X. L. Zhang, Y. T. Wang, T. Liu, C. Y. Duan, Adv. Funct. Mater. 2012, 22, 1698-1703.
66. J. Wang, C. He, P. Y. Wu, J. Wang, C. Y. Duan, J. Am. Chem. Soc. 2011, 133, 12402-12405.
67. Y. Liu, Z. H. Lin, C. He, L. Zhao, C. Y. Duan, Dalton Trans. 2010, 39, 11122-11125
68. Y. Liu, R. Zhang, C. He, D. B. Dang, C. Y. Duan, Chem. Commun. 2010, 46, 746-748
69. Y. Liu, X. Wu, C. He, Y. Jiao, C. Y. Duan, Chem. Commun. 2009, 7554-7556
70. J. Hamacek, G. Bernardinelli, Y. Filinchuk, Eur. J. Inorg. Chem. 2008, 3419-3422
71. B. El Aroussi, S. Zebret, C. Besnard, P. Perrottet, J. Hamacek, J. Am. Chem. Soc. 2011, 133, 10764-10767
72. J. Hamacek, C. Besnard, T. Penhouet, P.-Y. Morgantini, Chem. Eur. J. 2011, 17, 6753-6754.
73. K. A. Connors, Binding Constants, Wiley, New York, 1987
74. P. S. Corbin, Ph. D. Dissertation, University of Illinois at Urbana-Champaign, Urbana, IL, USA, 1999.
75. K. Higuchi, M. Onaka, Y. Izumi, Bull. Chem. Soc. Jpn. 1993, 66, 2016-2032
76. R. J. H. Gregory, Chem. Rev. 1999, 99, 3649-3682
77. M. North, Tetrahedron: Asymmetry 2003, 14, 147-176.
78. C. J. Hastings, D. Fiedler, R. G. Bergman, K. N. Raymond, J. Am. Chem. Soc. 2008, 130, 10977-10983
79. K. Ono, M. Yoshizawa, M. Akita, T. Kato, Y. Tsunobuchi, S. Ohkoshi, M. Fujita, J. Am. Chem. Soc. 2009, 131, 2782-2783.
80. Y. Nishioka, T. Yamaguchi, M. Yoshizawa, M. Fujita, J. Am. Chem. Soc. 2007, 129, 7000-7001
81. M. Yoshizawa, J. Nakagawa, K. Kumazawa, M. Nagao, M. Kawano, T. Ozeki, M. Fujita, Angew. Chem. 2005, 117, 1844-1847
82. Angew. Chem. Int. Ed. 2005, 44, 1810-1813
83. K. Ono, M. Yoshizawa, T. Kato, K. Watanbo, M. Fujiota, Angew. Chem. 2007, 119, 1835-1838
84. Angew. Chem. Int. Ed. 2007, 46, 1803-1806.
85. D. Fiedler, H. van Halbeek, R. G. Bergman, K. N. Raymond, J. Am. Chem. Soc. 2006, 128, 10240-10252
86. M. D. Pluth, R. G. Rergman, K. N. Raumond, J. Am. Chem. Soc. 2008, 130, 11423-11429.
87. T. McKee, J. R. McKee, Biochemistry: The Molecular Basis of Life, 3 rd ed., McGraw-Hill, New York, 2003
88. R. Breslow, Acc. Chem. Res. 1991, 24, 159-164.
89. G. S. Eadie, J. Biol. Chem. 1942, 146, 85-93
90. B. H. J. Hofstee, Science 1952, 116, 329-331.
91. P. Y. Wu, J. Wang, Y. M. Li, C. He, Z. Xie, C. Y. Duan, Adv. Funct. Mater. 2011, 21, 2788-2794
92. P. Y. Wu, C. He, J. Wang, X. J. Peng, X. Z. Li, Y. L. An, C. Y. Duan, J. Am. Chem. Soc. 2012, 134, 14991-14999.
93. M. Hartmann, S. D. Wetmore, L. Radom, J. Phys. Chem. A 2001, 105, 4470-4479
94. G. R. Desiraju, Chem. Mater. 1994, 6, 1282-1691
95. I. G. Dance, M. Scudder, Chem. Eur. J. 1996, 2, 481-487
96. G. E. Bacon, N. A. Curry and S. A. Wilson, Proc. R. Soc. London Ser. A 1964, 279, 98-107.
97. SMART and SAINT, Area Detector Control and Integration Software, Siemens Analytical X-ray Systems, Madison, WI, 1996.
98. G. M. Sheldrick, SHELXTL V5.1, Software Reference Manual, Bruker, AXS, Madison, WI, 1997.
99. G. Bordeau, R. Lartia, G. Metge, C. F. Debuisschert, F. Charra, M. P. T. Fichou, J. Am. Chem. Soc. 2008, 130, 16836-16837.
100. Z. H. Lin, T. J. Emge, R. Warmuth, Chem. Eur. J. 2011, 17, 9395-9405.