Abstract
The exchange extraction constants corresponding to the general equilibrium C+(aq) + 1·Cs+(nb) ⇔ 1·C+ (nb) + Cs+(aq) occurring in the two-phase water–nitrobenzene system (C+ = protonated α-amino acid methyl ester, 1 = hexaethyl p-tert-butylcalix[6]arene hexaacetate; aq = aqueous phase, nb = nitrobenzene phase) were evaluated on the basis of extraction experiments and γ-activity measurements. Further, the stability constants of the 1·C+ cationic complex species in nitrobenzene saturated with water were calculated; they were found to increase in the following cation order: protonated l-tryptophan methyl ester < protonated l-phenylalanine methyl ester < protonated l-leucine methyl ester < protonated l-methionine methyl ester < protonated l-valine methyl ester.
Similar content being viewed by others
References
Böhmer V (1995) Angew Chem Int Ed Engl 34:713
Gutsche CD (2008) Calixarenes: an introduction, 2nd edn. The Royal Society of Chemistry, Cambridge
Ungaro R, Casnati A, Ugozzoli F, Pochini A, Dozol JF, Hill C, Rouquette H (1994) Angew Chem Int Ed Engl 33:1506
Casnati A, Barboso S, Rouquette H, Schwing-Weill MJ, Arnaud-Neu F, Dozol JF, Ungaro R (2001) J Am Chem Soc 123:12182
Danil de Namor AF, Cleverly RM, Zapata-Ormachea ML (1998) Chem Rev 98:2495
Makrlík E, Budka J, Vaňura P (2011) Z Phys Chem 225:271
Arduini A, Pochini A, Reverberi S, Ungaro R, Andreetti GD, Ugozzoli F (1986) Tetrahedron 42:2089
Arduini A, Ghidini E, Pochini A, Ungaro R, Andreetti GD, Calestani G, Ugozzoli F (1988) J Incl Phenom Mol Recogn 6:119
Arnaud-Neu F, Collins EM, Deasy M, Ferguson G, Harris SJ, Kaitner B, Lough AJ, McKervey MA, Marques E, Ruhl BL, Schwing-Weill MJ, Seward EM (1989) J Am Chem Soc 111:8681
Arnaud-Neu F, Barrett G, Harris SJ, Owens M, McKervey MA, Schwing-Weill MJ, Schwinté P (1993) Inorg Chem 32:2644
Ohto K, Murakami E, Shinohara T, Shiratsuchi K, Inoue K, Iwasaki M (1997) Anal Chim Acta 341:275
Ye Z, He W, Shi X, Zhu L (2001) J Coord Chem 54:105
Danil de Namor AF, Chahine S, Kowalska D, Castellano EE, Piro OE (2002) J Am Chem Soc 124:12824
Marcos PM, Ascenso JR, Segurado MAP, Pereira JLC (2002) J Incl Phenom Macrocycl Chem 42:281
Marcos PM, Félix S, Ascenso JR, Segurado MAP, Pereira JLC, Khazaeli-Parsa P, Hubscher-Bruder V, Arnaud-Neu F (2004) New J Chem 28:748
Makrlík E, Budka J, Vaňura P (2009) Acta Chim Slov 56:278
Makrlík E, Vaňura P (1985) Talanta 32:423
Makrlík E, Vaňura P, Selucký P (2010) J Solut Chem 39:692
Toman P, Makrlík E, Vaňura P, Kašička V (2011) Z Phys Chem 225:265
Makrlík E, Vaňura P, Sedláková Z (2009) J Radioanal Nucl Chem 280:607
Makrlík E, Selucký P, Vaňura P, Toman P, Rathore R (2012) J Radioanal Nucl Chem 293:839
Makrlík E, Spíchal Z, Vaňura P, Selucký P (2013) J Radioanal Nucl Chem 295:2135
Romanovskiy VN, Smirnov IV, Babain VA, Todd TA, Herbst RS, Law JD, Brewer KN (2001) Solvent Extr Ion Exch 19:1
Law JD, Herbst RS, Todd TA, Romanovskiy VN, Babain VA, Esimantovskiy VM, Smirnov IV, Zaitsev BN (2001) Solvent Extr Ion Exch 19:23
Herbst RS, Peterman DR, Tillotson RD, Delmau LH (2008) Solvent Extr Ion Exch 26:163
Makrlík E, Vaňura P, Budka J (2008) J Radioanal Nucl Chem 275:463
Makrlík E, Vaňura P (2011) J Radioanal Nucl Chem 289:663
Hawthorne MF, Young DC, Andrews TD, Howe DV, Pilling RL, Pitts AD, Reintjes M, Warren LF, Wegner PA (1968) J Am Chem Soc 90:879
Rais J (1971) Collect Czech Chem Commun 36:3253
Makrlík E, Selucký P, Vaňura P, Budka J (2010) J Radioanal Nucl Chem 286:115
Makrlík E, Vaňura P, Daňková M (1999) J Radioanal Nucl Chem 240:579
Makrlík E, Vaňura P (2006) Monatsh Chem 137:157
Acknowledgments
This work was supported by the Grant Agency of Faculty of Environmental Sciences, Czech University of Life Sciences, Prague, Project No.: 42900/1312/3114 “Environmental Aspects of Sustainable Development of Society,” and by the Czech Ministry of Education, Youth, and Sports, Project MSM 6046137307.
Author information
Authors and Affiliations
Corresponding author
Rights and permissions
About this article
Cite this article
Makrlík, E., Vaňura, P. & Selucký, P. Interactions of some protonated α-amino acid methyl esters with hexaethyl p-tert-butylcalix[6]arene hexaacetate in nitrobenzene saturated with water. J Radioanal Nucl Chem 300, 947–951 (2014). https://doi.org/10.1007/s10967-014-3036-y
Received:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s10967-014-3036-y