Synthesis and anion binding affinities of novel molecular tweezers based on chenodeoxycholic acid bearing different lengths of arm

Bulletin of the Korean Chemical Society

Volumn 27, Issue 9, 2006, Pages 1445-1449

  Ki, Soo Kim ^a   Jang, Hyun Seok ^a   Kim, Hong Seok ^a  

^a Kyungpook National University   (South Korea)

Author keywords

Anion recognition; Chenodeoxycholic acid; Fluoride ion; Molecular tweezer

Indexed keywords

BINDING ENERGY; CALORIMETRY; CARBOXYLIC ACIDS; MASS SPECTROMETRY; OPTICAL DEVICES; SYNTHESIS (CHEMICAL); TITRATION;

ANION RECOGNITION; CHENODEOXYCHOLIC ACID; FLUORIDE ION; MOLECULAR TWEEZER;

MOLECULAR DYNAMICS;

EID: 33748988727     PISSN: 02532964     EISSN: 12295949     Source Type: Journal    
DOI: 10.5012/bkcs.2006.27.9.1445     Document Type: Article

References (23)

1. (a) Gale, P. A. Coord. Chem. Rev. 2003, 240, 17-55.
2. (b) Beer, P. D.; Gale, P. A. Angew. Chem. Int. Ed. 2001, 40, 486-516.
3. (c) Bianch, A.; Bowman-James, K.; García-España, E. Supramolecular Chemistry of Anions; Wiley-VCH: New York, 1997.
4. (a) Davis, A. P.; Joos, J.-B. Coord. Chem. Rev. 2003, 240, 143-156.
5. (b) Wallimann, P.; Marti, T.; Fürer, A.; Diederich, F. Chem. Rev. 1997, 97, 1567-1608.
6. Davis, A. P.; Gilmer, J. F.; Perry, J. J. Angew. Chem. Int. Ed. Engl. 1996, 35, 1312-1315.
7. Davis, A. P.; Perry, J. J.; Williams, R. P. J. Am. Chem. Soc. 1997, 119, 1793-1794.
8. (a) Ayling, A. J.; Pérez-Payán, M. N.; Davis, A. P. J. Am. Chem. Soc. 2001, 123, 12716-12717.
9. (b) Ayling, A. J.; Broderick, S.; Clare, J. P.; Davis, A. P.; Pérez-Payán, M. N.; Lahtinen, M.; Nissinen, M. J.; Rissanen, K. Chem. Eur. J. 2002, 8, 2197-2203.
10. (c) Sisson, A. L.; Clare, J. P.; Taylor, L. K.; Charmant, J. P. H.; Davis, A. P. Chem. Commun. 2003, 2246-2247.
11. Ghosh, S.; Choudhury, A. R.; Row, T. N. G.; Maitra, U. Org. Lett. 2005, 7, 1441-1444.
12. Kim, K. S.; Kim, H.-S. Bull. Korean Chem. Soc. 2004, 25, 1411-1413.
13. Shim, J. H.; Jeong, I. S.; Lee, M. H.; Hong, H. P.; On, J. H.; Kim, K. S.; Kim, H.-S.; Kim, B. H.; Cha, G. S.; Nam, H. Talanta 2004, 63, 61-71.
14. Kim, K. S.; Kim, H.-S. Tetrahedron 2005, 61, 12366-12370.
15. Kim, K. S.; Cho, N. J.; Kim, H.-S. Bull. Korean Chem. Soc. 2006, 27, 739-743.
16. Clare, J. P.; Ayling, A. J.; Joos, J.-B.; Sisson, A. L; Magro, G.; Pérez-Payán, M. N.; Lambert, T. N.; Shukla, R.; Smith, B. D.; Davis, A. P. J. Am. Chem. Soc. 2005, 127, 10739-10746.
17. Fielding, L. Tetrahedron 2000, 56, 6151-6170.
18. (a) Job, P. Compt. Rend. 1925, 180, 928-930.
19. (b) Blanda, M. T.; Horner, J. H.; Newcomb, M. J. Org. Chem. 1989, 54, 4626-4636.
20. (a) Hynes, M. J. J. Chem. Soc. Dalton Trans. 1993, 311-325.
21. (b) Connors, K. A. Binding Constants; Wiley: New York, 1987.
22. Kim, H.-S.; Choi, B.-S.; Kwon, K.-C.; Lee, S.-O.; Kwak, H. J.; Lee, C. H. Bioorg. Med. Chem. 2000, 8, 2059-2065.
23. Kim, J.; Raman, B.; Ahn, K. H. J. Org. Chem. 2006, 71, 38-45.