Parallel Synthesis of Polystyrene Anchored Imine Sulfide Materials: Sorption and Metal Sensing Studies
Keywords:
Combinatorial library, solid phase, sensors, fluorescenceAbstract
Abstract. In the present work we report the synthesis of a combinatorial library of 30 phenyl-ethyl based N-derivatives (nitro, amines and imines) bound to PS-thiophenol resin. The five step reaction sequence was characterized by 1H NMR, MS and fluorescence spectroscopy of resin beads. The imines were screened for those that exhibited a large sorption capacity for Cu(II) and Pb(II) ions and those exhibiting a large fluorescence change upon the metal binding.
Resumen. Se reporta la síntesis de una biblioteca combinatorial de 30 N-derivados fenil etilo (nitro, aminas e iminas) unidos a una resina PS-tiofenol. La secuencia de 5 pasos de reacción fue seguida por 1H RMN, EM y espectroscopia de fluorescencia de la resina. Las iminas fueron monitoreadas para aquellas que mostraron gran capacidad de porción para iones Cu(II) y Pb(II) y aquellas que mostraron un gran cambio de fluorescencia por la unión al metal.
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References
2. Günther, J. Combinatorial Chemistry: Synthesis, Analysis, Screening, ed. Wiley-VCH, 2000.
3. Bannwarth, W.; Hinzen, B.; Combinatorial Chemistry-From Theory to Application, ed. Wiley-VCH, 2006.
4. De Clereq, B.; Verpoort, F. Adv. Synth. Catal. 2002, 344, 639-648.
5. Ziessel, R. Coord. Chem. Rev. 2001, 216-217, 195-223 .
6. Opstal, T.; Verpoort, F. Angew. Chem. Int. Ed. 2003, 42, 2876-2879.
7. Kiriy, N.; Bocharova, V.; Kiriy, A.; Stamm, M.; Krebs, F.C.; Adler, H. J. Chem. Mat. 2004, 16, 4765-4771.
8. Reddy, A. R.; Reddy, K. H. Indian J. Chem. Techn. 2002, 9, 97-102.
9. Kumar, K. G.; John, K. S. React. Funct. Polym. 2006, 66, 1427-1433.
10. Rivero, I. A.; González, T.; Pina-Luis, G.; Díaz-García, M. E. J. Comb. Chem. 2005, 7, 46-53.
11. Castillo, M.; Pina-Luis, G.; Díaz-García, M. E.; Rivero, I. A. J. Braz. Chem. Soc. 2005, 16, 412-417; J. Mex. Chem. Soc. 2005, 49, 171-179..
12. Rivero, I. A.; González, T.; Díaz-García, M. E. Comb. Chem. High. T. Scr. 2006, 9, 535-544.
13. Pina-Luis, G.; Badía, R.; Díaz-García, M. E.; Rivero, I. A. J. Comb. Chem. 2004, 6, 391-397.
14. Birks, J. B. Photophysics of Aromatic Molecules, Wiley Interscience: New York, 1970.
15. Lakowicz, J. R. Principles of Fluorescence Spectroscopy, Third Ed.; Springer, 2006.
16. Chem3D ULTRA Chem3D 9.0 CambridgeSoft, 100 CambridgePark Drive, Cambridge, MA 02140 USA.
17. Gaussian 03, Gaussian, Inc. 340 Quinnipiac St Bldg 40 Wallingford, CT 06492 USA.
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