Triggered exchange of anionic for neutral guests inside a cationic coordination cage

Journal of the American Chemical Society

Volumn 137, Issue 3, 2015, Pages 1060-1063

  Löffler, Susanne ^a   Lübben, Jens ^a   Krause, Lennard ^a   Stalke, Dietmar ^a   Dittrich, Birger ^b   Clever, Guido H ^a  

^a UNIVERSITY OF GÖTTINGEN   (Germany)

^b UNIVERSITY OF HAMBURG   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

BENZENE; BENZENE REFINING; CRYSTALLOGRAPHY; IONS; MOLECULES; NEGATIVE IONS; PALLADIUM COMPOUNDS; SELF ASSEMBLY; SIGNAL TRANSDUCTION; THERMODYNAMICS;

CONFORMATIONAL CHANGE; COORDINATION CAGE; ENZYME CATALYSIS; GUEST MOLECULES; KINETICS AND THERMODYNAMICS; MOLECULAR ENCAPSULATION; NEUTRAL MOLECULES; TETRAFLUOROBORATES;

X RAY CRYSTALLOGRAPHY;

BENZENE; CATION; CYCLOHEXANE; LEAD; NORBORNADIENE DERIVATIVE;

ANION EXCHANGE; ARTICLE; CATIONIC COORDINATION CAGE; CHEMICAL STRUCTURE; CONFORMATIONAL TRANSITION; CRYSTAL STRUCTURE; ELECTROSPRAY MASS SPECTROMETRY; ENCAPSULATION; KINETICS; NUCLEAR MAGNETIC RESONANCE; NUCLEAR OVERHAUSER EFFECT; SIGNAL PROCESSING; SUPRAMOLECULAR CHEMISTRY; THERMODYNAMICS; X RAY CRYSTALLOGRAPHY;

EID: 84921922961     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/ja5130379     Document Type: Article

References (69)

1. Lodish, H.; Berk, A.; Kaiser, C. A.; Krieger, M.; Scott, M. P.; Bretscher, A. Molecular Cell Biology, 5 th ed.; Palgrave Macmillan: 2004.
2. Steed, J. W.; Atwood, J. L. Supramolecular Chemistry, 2 nd ed.; Wiley: 2009.
3. Diederich, F.; Stang, P. J.; Tykwinski, R. R. Modern Supramolecular Chemistry; Wiley-VCH: 2008.
4. Lehn, J.-M. Supramolecular Chemistry; Wiley-VCH: 1995.
5. Linton, B.; Hamilton, A. D. Chem. Rev. 1997, 97, 1669
6. Ikeda, A.; Shinkai, S. Chem. Rev. 1997, 97, 1713
7. Schmidtchen, F. P.; Berger, M. Chem. Rev. 1997, 97, 1609
8. Hof, F.; Craig, S. L.; Nuckolls, C.; Rebek, J. Angew. Chem., Int. Ed. 2002, 41, 1488
9. Lagona, J.; Mukhopadhyay, P.; Chakrabarti, S.; Isaacs, L. Angew. Chem., Int. Ed. 2005, 44, 4844
10. Pluth, M. D.; Raymond, K. N. Chem. Soc. Rev. 2007, 36, 161
11. Brotin, T.; Dutasta, J.-P. Chem. Rev. 2009, 109, 88
12. Hargrove, A. E.; Nieto, S.; Zhang, T.; Sessler, J. L.; Anslyn, E. V. Chem. Rev. 2011, 111, 6603
13. Crini, G. Chem. Rev. 2014, 114, 10940
14. Beer, P. Chem. Soc. Rev. 1989, 18, 409
15. Pease, A. R.; Jeppesen, J. O.; Stoddart, J. F.; Luo, Y.; Collier, C. P.; Heath, J. R. Acc. Chem. Res. 2001, 34, 433
16. Nijhuis, C. A.; Ravoo, B. J.; Huskens, J.; Reinhoudt, D. N. Coord. Chem. Rev. 2007, 251, 1761
17. Gottschalk, T.; Jaun, B.; Diederich, F. Angew. Chem., Int. Ed. 2007, 46, 260
18. Clever, G. H. In Molecules at Work; Pignataro, B., Ed.; Wiley-VCH: 2012. Selected examples
19. Ueno, A.; Yoshimura, H.; Saka, R.; Osa, T. J. Am. Chem. Soc. 1979, 101, 2779
20. Shinkai, S.; Ishihara, M.; Ueda, K.; Manabe, O. J. Incl. Phenom. 1984, 2, 111
21. Takeshita, M.; Irie, M. Tetrahedron Lett. 1998, 39, 613
22. Schäfer, C.; Eckel, R.; Ros, R.; Mattay, J.; Anselmetti, D. J. Am. Chem. Soc. 2007, 129, 1488
23. Durola, F.; Rebek, J. Angew. Chem., Int. Ed. 2010, 49, 3189
24. Dube, H.; Ajami, D.; Rebek, J. Angew. Chem., Int. Ed. 2010, 49, 3192
25. Clever, G. H.; Tashiro, S.; Shionoya, M. Angew. Chem., Int. Ed. 2009, 48, 7010
26. Han, M.; Michel, R.; He, B.; Chen, Y.-S.; Stalke, D.; John, M.; Clever, G. H. Angew. Chem., Int. Ed. 2013, 52, 1319
27. Conn, M. M.; Rebek, J. Chem. Rev. 1997, 97, 1647
28. Leininger, S.; Olenyuk, B.; Stang, P. J. Chem. Rev. 2000, 100, 853
29. Fujita, M.; Umemoto, K.; Yoshizawa, M.; Fujita, N.; Kusukawa, T.; Biradha, K. Chem. Commun. 2001, 509
30. Seidel, S. R.; Stang, P. J. Acc. Chem. Res. 2002, 35, 972
31. Pluth, M. D.; Raymond, K. N. Chem. Soc. Rev. 2007, 36, 161
32. Dalgarno, S. J.; Power, P.; Atwood, J. L. Coord. Chem. Rev. 2008, 252, 825
33. Tranchemontagne, D.; Ni, Z.; OKeeffe, M.; Yaghi, O. Angew. Chem., Int. Ed. 2008, 47, 5136
34. Chakrabarty, R.; Mukherjee, P. S.; Stang, P. J. Chem. Rev. 2011, 111, 6810
35. Smulders, M. M. J.; Riddell, I. A.; Browne, C.; Nitschke, J. R. Chem. Soc. Rev. 2013, 42, 1728
36. Custelcean, R. Chem. Soc. Rev. 2014, 43, 1813
37. Sun, Q.-F.; Murase, T.; Sato, S.; Fujita, M. Angew. Chem., Int. Ed. 2011, 50, 10318
38. Zheng, Y.-R.; Lan, W.-J.; Wang, M.; Cook, T. R.; Stang, P. J. J. Am. Chem. Soc. 2011, 133, 17045
39. Turega, S.; Whitehead, M.; Hall, B. R.; Haddow, M. F.; Hunter, C. A.; Ward, M. D. Chem. Commun. 2012, 2752
40. Chepelin, O.; Ujma, J.; Barran, P. E.; Lusby, P. J. Angew. Chem., Int. Ed. 2012, 124, 4270
41. Bivaud, S.; Balandier, J.-Y.; Chas, M.; Allain, M.; Goeb, S.; Sallé, M. J. Am. Chem. Soc. 2012, 134, 11968
42. Riddell, I. A.; Smulders, M. M. J.; Clegg, J. K.; Hristova, Y. R.; Breiner, B.; Thoburn, J. D.; Nitschke, J. R. Nat. Chem. 2012, 4, 751
43. Pasquale, S.; Sattin, S.; Escudero-Adán, E. C.; Martínez-Belmonte, M.; de Mendoza, J. Nat. Commun. 2012, 3, 785
44. Han, M.; Engelhard, D. M.; Clever, G. H. Chem. Soc. Rev. 2014, 43, 1848
45. Schmidt, A.; Casini, A.; Kühn, F. E. Coord. Chem. Rev. 2014, 275, 19
46. Freye, S.; Hey, J.; Torras Galán, A.; Stalke, D.; Herbst Irmer, R.; John, M.; Clever, G. H. Angew. Chem., Int. Ed. 2012, 51, 2191
47. Frank, M.; Hey, J.; Balcioglu, I.; Chen, Y.-S.; Stalke, D.; Suenobu, T.; Fukuzumi, S.; Frauendorf, H.; Clever, G. H. Angew. Chem., Int. Ed. 2013, 52, 10102
48. Freye, S.; Michel, R.; Stalke, D.; Pawliczek, M.; Frauendorf, D.; Clever, G. H. J. Am. Chem. Soc. 2013, 135, 8476
49. Frank, M.; Dieterich, J. M.; Freye, S.; Mata, R. A.; Clever, G. H. Dalton Trans. 2013, 42, 15906
50. Frank, M.; Krause, L.; Herbst-Irmer, R.; Stalke, D.; Clever, G. H. Dalton Trans. 2014, 43, 4587
51. Zhu, R.; Lübben, J.; Dittrich, B.; Clever, G. H. Angew. Chem., Int. Ed. 2014, DOI: 10.1002/anie.201408068. For other interpenetrated double cages, see
52. Fukuda, M.; Sekiya, R.; Kuroda, A. Angew. Chem., Int. Ed. 2008, 47, 706
53. Fujita, M.; Fujita, N.; Ogura, K.; Yamaguchi, K. Nature 1999, 400, 52
54. Westcott, A.; Fischer, J.; Harding, L. P.; Rizkallah, P.; Hardie, M. J. J. Am. Chem. Soc. 2008, 130, 2950
55. Freye, S.; Engelhard, D. M.; John, M.; Clever, G. H. Chem.-Eur. J. 2013, 19, 2114
56. Dieterich, J. M.; Clever, G. H.; Mata, R. A. Phys. Chem. Chem. Phys. 2012, 14, 12746
57. Hunter, C. A. Angew. Chem., Int. Ed. 2004, 43, 5310
58. Ikeda, M.; Ohno, K.; Kasumi, Y.; Kuwahara, S.; Habata, Y. Inorg. Chem. 2014, 53, 24
59. Kusukawa, T.; Fujita, M. J. Am. Chem. Soc. 2002, 124, 13576
60. Mal, P.; Schultz, D.; Beyeh, K.; Rissanen, K.; Nitschke, J. R. Angew. Chem., Int. Ed 2008, 47, 8297
61. Also compare: Bolliger, J. L.; Ronson, T. K.; Ogawa, M.; Nitschke, J. R. J. Am. Chem. Soc. 2014, 136, 14545
62. Omoto, K.; Tashiro, S.; Kuritani, M.; Shionoya, M. J. Am. Chem. Soc. 2014, 136, 17946
63. Zarra, S.; Wood, D. M.; Roberts, D. A.; Nitschke, J. R. Chem. Soc. Rev. 2015, 44, 419
64. Balzani, V.; Credi, A.; Raymo, F.; Stoddart, J. Angew. Chem., Int. Ed. 2000, 39, 3348
65. Kinbara, K.; Aida, T. Chem. Rev. 2005, 105, 1377
66. Kay, E. R.; Leigh, D. A.; Zerbetto, F. Angew. Chem., Int. Ed. 2006, 46, 72
67. Vriezema, D.; Aragones, M.; Elemans, J.; Cornelissen, J.; Rowan, A.; Nolte, R. Chem. Rev. 2005, 105, 1445
68. Yoshizawa, M.; Klosterman, J. K.; Fujita, M. Angew. Chem., Int. Ed. 2009, 48, 3418
69. Hastings, C. J.; Pluth, M. D.; Bergmann, R. G.; Raymond, K. N. J. Am. Chem. Soc. 2010, 132, 6938