Potentiometric discrimination of fluoro- and chlorophenol isomers based on the host functionality of calix[4]pyrrole at liquid membrane surfaces

Analytical Letters

Volumn 35, Issue 12, 2002, Pages 1895-1906

  Piotrowski, Tomasz ^a   Radecka, Hanna ^a   Radecki, Jerzy ^a   Depraetere, Stefaan ^a   Dehaen, Wim ^a  

^a INSTITUTE OF ANIMAL REPRODUCTION AND FOOD RESEARCH   (Poland)

Author keywords

Calix 4 pyrrole host; Liquid membrane electrodes; Neutral chloro and fluorophenol guests

Indexed keywords

CALIX[4]PYRROLE; CHLOROPHENOL; FLUORINE DERIVATIVE; FLUOROPHENOL; PHENOL DERIVATIVE; PYRROLE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CALIBRATION; ELECTRODE; ISOMERISM; MEASUREMENT; PH; POTENTIOMETRY; SYNTHESIS;

EID: 0036380385     PISSN: 00032719     EISSN: None     Source Type: Journal    
DOI: 10.1081/AL-120014281     Document Type: Article

References (21)

1. Ito, T.; Radecka, H.; Tohd, K.; Odashima, K.; Umezawa, Y. On the Mechanism of Unexpected Potentiometric Response to Neutral Phenols by Liquid Membranes Based on Quartenary Ammonium Salts-Systematic Experimental and Theoretical Approaches. J. Am. Chem. Soc. 1998, 120, 3049-3059.
2. Ito, T.; Radecka, H.; Umezawa, K.; Kimura, T.; Yashiro, A.; Lin, X.M.; Katoka, M.; Kimura, E.; Sessler, J.L.; Odashima, K.; Umezawa, Y. A Variety of Lipophilic Amines Incorporated in Liquid Membranes Exhibit Potentiometric Responses to Neutral Phenols. Anal. Sci. 1998, 14, 89-98.
3. Piotrowski, T.; Szymań, I.; Radecka, H.; Radecki, J.; Pietraszkiewicz, M.; Pietraszkiewicz, O.; Wojciechowski, K. Influence of Substituents in Nitrogen Atoms in Macrocyclic Polyamine Incorporated into Poly(vinyl chloride) Matrix Liquid Membrane on Its Potentiometric Response to Neutral Phenols. Electroanalysis 2000, 12, 1397-1402.
4. Piotrowski, T.; Radecka, H.; Radecki, J.; Depraetere, S.; Dehaen, W. Potentiometric Response of Calix[4]pyrrole Liquid Membrane Electrode Towards Neutral Nitrophenols. Electroanalysis 2001, 13, 342-346.
5. Baeyer, A.; Ueber ein Condensations product von Pyrrol mit Aceton; Ber. Dtsch.Chem. Ges. 1886, 19, 2184.
6. Gale, P.A.; Sessler, J.L.; Král, V. Calixpyrroles. Chem. Comm. 1998, 1-8; Gale, P.A.; Anzenbacher, P.Jr.; Sessler, J.L. Coordination Chem. Rev. 2001, 222, 57-102.
7. Gale, P.A.; Sessler, J.L.; Král, V. Calixpyrroles. Chem. Comm. 1998, 1-8; Gale, P.A.; Anzenbacher, P.Jr.; Sessler, J.L. Coordination Chem. Rev. 2001, 222, 57-102.
8. Floriani, C. The Porphyrinogen-Porphyrin Relationship: The Discovery of Artificial Porphyrins. Chem. Comm. 1996, 1257-1263.
9. Turner, B.; Botoshansky, M.; Eichen, Y. Extended Calixpyrroles: meso-Substituted Calix[6]pyrroles. Agnew. Chem. Int. Ed. 1998, 18, 2475-2478.
10. Gale, P.A.; Sessler, J.L.; Král, V.; Lynch, V. J. Calix[4]pyrroles: Old Yet New Anion-Binding Agents. Am. Chem. Soc. 1996, 118, 5140-5141.
11. Gale, P.A.; Sessler, J.L.; Allen, W.E.; Tvermoes, N.A.; Lynch, V. Calix[4]pyrroles: C-rim Substitution and Tunability of Anion Binding Strength. Chem. Comm. 1997, 665-666.
12. Gale, P. A.; Twyman, L.J.; Handlin, C.I.; Sessler, J.L. A Colourimetric Calix[4]pyrrole-4-nitrophenolate Based Anion Sensor. Chem. Comm. 1999, 1851-1852.
13. Allen, W.E.; Gale, P.A.; Brown, C.T.; Lynch, V.M.; Sessler, J.L. Binding of Neutral Substrates by Calix[4]pyrroles. J. Am. Chem. Soc. 1996, 118, 12471-12472.
14. Shionoya, M.; Furuta, H.; Lynch, V.; Harriman, A.; Sessler, J.L. Diprotonated Sapphyrin: A Fluoride Selective Halide Anion Receptor. J. Am. Chem. Soc. 1992, 114, 5714-5722.
15. Král, V.; Sessler, J.L.; Shishkanova, T.V.; Gale, P.A.; Volf, R. Molecular Recognition at an Organic-Aqueous Interface: Heterocalixarenes as Anion Binding Agents in Liquid Polymeric Membrane Ion-Selective Electrodes. J. Am. Chem. Soc. 1999, 121, 8771-8775.
16. Depraetere, S.; Smet, M.; Dehaen, W. N-Confused Calix[4]pyrroles. Angew. Chem. Int. Ed. 1999, 38, 3359-3361.
17. Dojlido, J.R., Ed.; Chemistry of Surface Water (in Polish), In Economy and Environment, Białystok, Poland, 1995; p. 18; 280.
18. Gadzekpo, V.P.Y.; Christian, G.D. Determination of Selectivity Coefficients of Ion-Selective Electrodes by a Matched Potential Method. Anal. Chim. Acta 1984, 164, 279-282.
19. Umezawa, Y.; Bühlmann, P.; Umezawa, K.; Tohda, K.; Amemiya, S. Potentiometric Selectivity Coefficients of Ion-Selective Electrodes. Part I. Inorganic Cations (Technical Report). Pure and Applied Chemistry 2000, 72, 1851-2082.
20. Leo, A.; Hansch, C.; Elkins, D. Partition Coefficients and Their Uses. Chem. Rev. 1971, 71, 525-613.
21. Morrison, R.T., Boyd, R.N., Organic Chemistry, 6th Ed.; Prentice Hall Englewood Cliffs (N.J.) 1992 XXVII, 1325 p.