Highly carboxylate anion selective receptors containing trifluoroacetylbenzyl moieties at the lower rim of calix[4]arene

Bulletin of the Korean Chemical Society

Volumn 24, Issue 2, 2003, Pages 165-166

  Whang, Seong Sim ^a   Ko, Seung Whan ^a   Oh, Soo Min ^a   Cho, Seongyun ^b   Nam, Kye Chun ^a  

^a Chonnam National University   (South Korea)

^b Anyang University   (South Korea)

Author keywords

Calix 4 arene; Carbonate selective receptor; Trifluoroacetyl

Indexed keywords

BENZYL DERIVATIVE; CALIXARENE; CARBOXYLIC ACID; RECEPTOR; TRIFLUOROACETYLBENZYL DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL STRUCTURE; ENERGY; ION TRANSPORT; RECEPTOR BINDING;

EID: 0037455871     PISSN: 02532964     EISSN: None     Source Type: Journal    
DOI: 10.5012/bkcs.2003.24.2.165     Document Type: Article

References (21)

1. Dietrich, B. Pure Appl. Chem. 1993, 65, 1457.
2. Atwood, J. L.; Holman, K. T.; Steed, J. W. Chem. Comm. 1996, 1401.
3. Rason, L. Aust. J. Chem. 1976, 29, 1635.
4. Beer, P. D.; Drew, M. G. B.; Hesek, D.; Nam, K. C. Chem. Comm. 1997, 107.
5. Beer, P. D.; Dent, S. W. Chem. Comm. 1998, 825.
6. Schmidtchen, F. P. J. Org. Chem. 1986, 51, 5161.
7. Berger, M.; Schmidtchen, F. P. J. Am. Chem. Soc. 1996, 118, 8947.
8. Jagessar, R. C.; Burns, D. H. Chem. Comm. 1997, 1685.
9. Scheerder, J.; Fochi, M.; Engbersen, J. F. L.; Reinhoudt, D. N. J. Org. Chem. 1994, 59, 7815.
10. Scheerder, J.; Engbersen, J. F. L.; Casnati, A.; Ungaro, R.; Reinhoudt, D. N. J. Org. Chem. 1995, 60, 6448.
11. Morzherin, Y.; Rudkevich, D. M.; Verboom, W.; Reinhoudt, D. N. J. Org. Chem. 1993, 58, 7602.
12. Pelizzi, N.; Casnati, A.; Ungaro, R. Chem. Comm. 1998, 2607.
13. Meyerhoff, M. E.; Pretsch, E.; Wetti, D. H.; Simon, W. Anal. Chem. 1987, 59, 144.
14. Shin, J. H.; Lee, J. S.; Lee, H. J.; Chu, J.; Pyun, H. J.; Nam, H.; Cha, G. S. J. Electroanal. Chem. 1999, 468, 76.
15. Lee, H. J.; Yoon, I. J.; Yoo, C. L.; Pyun, H. J.; Cha, G. S.; Nam, H. Anal. Chem. 2000, 72, 4694.
16. Campaigne, E.; Tullar, B. F. Org. Syn. Coll. Vol 4, 921.
17. Lehmann, B. Ph.D. Thesis; Swiss Federal Institute of Technology (ETH): Zurich, Switzerland, 1990.
18. 13C NMR spectrum. which showed that in the absence of acetate anion carbonyl carbon containing trifluoroacetyl group showed up at δ 180 as a quartet due to the two bond coupling with three fluorine atoms, but this signal was shifted at δ94 in the presence of acetate ion, indicating that acetate ion binds with trifluoroacetyl group directly.
19. Hynes, M. J. J. Chem. Soc., Dalton Trans. 1993, 311.
20. Arnaud-Neu, F.; Collins, E. M.; Deasy, M.; Ferguson, G.; Harris, S. J.; Kaitner, B.; Lough, A. J.; Mckervey, M. A.; Marques, E.; Ruhl, B. L.; Schwing-Weill, M. J.; Seward, E. M. J. Am. Chem. Soc. 1989, 111, 8681.
21. 2Ar), 33.86 and 24.46 (-butyl).