A bambusuril macrocycle that binds anions in water with high affinity and selectivity

Angewandte Chemie - International Edition

Volumn 54, Issue 1, 2015, Pages 276-279

  Yawer, Mirza Arfan ^a   Havel, Vaclav ^a   Sindelar, Vladimir ^a  

^a MASARYK UNIVERSITY   (Czech Republic)

Author keywords

Anion recognition; Host guest systems; Macrocycles; Self assembly; Supramolecular chemistry

Indexed keywords

NEGATIVE IONS; POLLUTION DETECTION; SELF ASSEMBLY; SUPRAMOLECULAR CHEMISTRY; WATER POLLUTION;

ANION RECOGNITION; ASSOCIATION CONSTANT; HOST-GUEST SYSTEM; MACROCYCLES; QUANTITATIVE DETECTION; SUPRAMOLECULAR SYSTEMS; SYNTHETIC RECEPTORS; TEMPLATED SYNTHESIS;

IONS;

ANION; BAMBUS(6)URIL; IMIDAZOLE DERIVATIVE; MACROCYCLIC COMPOUND; WATER;

BINDING SITE; CHEMICAL STRUCTURE; CHEMISTRY; ISOLATION AND PURIFICATION; SYNTHESIS;

ANIONS; BINDING SITES; IMIDAZOLES; MACROCYCLIC COMPOUNDS; MODELS, MOLECULAR; WATER;

EID: 84920151542     PISSN: 14337851     EISSN: 15213773     Source Type: Journal    
DOI: 10.1002/anie.201409895     Document Type: Article

References (31)

1. a) J. T. Davis, P. A. Gale, O. A. Okunola, P. Prados, J. C. Iglesias-Sánchez, T. Torroba, R. Quesada, Nat. Chem. 2009, 1, 138
2. b) P. A. Gale, C. C. Tong, C. J. E. Haynes, O. Adeosun, D. E. Gross, E. Karnas, E. M. Sedenberg, R. Quesada, J. L. Sessler, J. Am. Chem. Soc. 2010, 132, 3240
3. c) P. A. Gale, R. Pérez-Tomás, R. Quesada, Acc. Chem. Res. 2013, 46, 2801
4. d) S.Kubik, Chem. Soc. Rev. 2010, 39, 3648
5. e) P. A. Gale, Chem. Commun. 2011, 47, 82.
6. a) C. J. Pedersen, J. Am. Chem. Soc. 1967, 89, 2495
7. b) C. J.Pedersen, J. Am. Chem. Soc. 1967, 89, 7017;
8. c) D. F. Shriver,M. J. Biallas, J. Am. Chem. Soc. 1967, 89, 1078
9. d) H. Park, H. E. Simmons, J. Am. Chem. Soc. 1968, 90, 2431
10. e) J. L. Sessler, Anion Receptor Chemistry, Royal Society of Chemistry, Cambridge, 2006.
11. J. Svec M. Necas V. Sindelar Angew. Chem. Int. Ed. 2010 49 2378
12. J. Svec, M. Necas, V. Sindelar, 2010, 49, 2378; Angew. Chem. 2010, 122, 2428.
13. a) K. Worm, F. P. Schmidtchen, Angew. Chem. Int. Ed. Engl. 1995, 34, 65;
14. a) K. Worm, F. P. Schmidtchen, Angew. Chem. 1995, 107, 71
15. b) M. Lisbjerg, B. M. Jessen, B. Rasmussen, B. E. Nielsen, A. Ø. Madsen, M. Pittelkow, Chem. Sci. 2014, 5, 2647.
16. a) V. Havel, J. Svec, M. Wimmerova, M. Dusek, M. Pojarova, V. Sindelar, Org. Lett. 2011, 13, 4000
17. b) Á. Révész, D. Schröder, J. Svec, M. Wimmerová, V. Sindelar, J. Phys. Chem. A 2011, 115, 11378
18. c) J. Svec, M. Dusek, K. Fejfarova, P. Stacko, P. Klán, A. E. Kaifer, W. Li, E. Hudeckova, V. Sindelar, Chem. Eur. J. 2011, 17, 5605
19. d) J. Rivollier, P. Thuéry, M. P. Heck, Org. Lett. 2013, 15, 480.
20. J. Suk, K. S. Jeong, J. Am. Chem. Soc. 2008, 130, 11868.
21. a) H. Zhou, Y. Zhao, G. Gao, S. Li, J. Lan, J. You, J. Am. Chem. Soc. 2013, 135, 14908
22. b) Y. Hua, Y. Liu, C. H. Chen, A. H. Flood, J. Am. Chem. Soc. 2013, 135, 14401
23. c) H. Juwarker, K. S. Jeong, Chem. Soc. Rev. 2010, 39, 3664
24. d) S.Kubik, R.Goddard, R.Kirchner, D.Nolting, J.Seidel, Angew. Chem. Int. Ed. 2001, 40, 2648;
25. d) S. Kubik, R. Goddard, R. Kirchner, D. Nolting, J. Seidel, Angew. Chem. 2001, 113, 2722.
26. J. W. Steed, J. L. Atwood, Supramolecular Chemistry, Wiley, Chichester, 2009.
27. M. Kato, J. Takahashi, Y. Sugimoto, C. Kosuge, S. Kishi, S. Yano, J. Chem. Soc. Dalton Trans. 2001, 747.
28. F. P. Schmidtchen, Chem. Soc. Rev. 2010, 39, 3916.
29. These conclusions are consistent with recently published results: F. Sommer, S. Kubik, Org. Biomol. Chem. 2014, DOI: 10.1039/ C4OB01497A.
30. R. S. Carnegie , C. L. D.Gibb, B. C.Gibb, Angew. Chem. Int. Ed. 2014, 53, 11498;
31. R. S. Carnegie, C. L. D. Gibb, B. C. Gibb, Angew. Chem. 2014, 126, 11682.