Abstract
From extraction experiments and γ-activity measurements, the exchange extraction constants corresponding to the general equilibrium C+(aq) + 1·Cs+(nb) ⇔1·C+ (nb) + Cs+(aq) taking place in the two–phase water–nitrobenzene system (C+ = methylammonium, ethylammonium, propylammonium, ethanolammonium, diethanolammonium, triethanolammonium, protonated tyramine, protonated dopamine, protonated DL–noradrenaline; 1 = hexaethyl p-tert-butylcalix[6]arene hexaacetate; aq = aqueous phase, nb = nitrobenzene phase) were evaluated. Furthermore, the stability constants of the 1·C+ complex species in nitrobenzene saturated with water were calculated; they were found to increase in the following cation order: protonated tyramine < protonated dopamine < triethanolammonium < diethanolammonium < protonated DL-noradrenaline < propylammonium < ethanolammonium < ethylammonium < methylammonium.
Similar content being viewed by others
References
Böhmer V (1995) Angew Chem Int Ed 34:713
Gutsche CD (1998) Calixarenes revisited. 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 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, Cleverley 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 Macrocycl Chem 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, Vaňura P, Selucký P (2010) J Radioanal Nucl Chem 283:571
Makrlík E, Vaňura P, Selucký P (2010) J Radioanal Nucl Chem 284:137
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
Hawthorne MF, Young DC, Andrews TD, Howe DV, Pilling RL, Pitts AD, Reintjes M, Warren LF Jr, Wegner PA (1968) J Am Chem Soc 90:879
Rais J (1971) Collect Czech Chem Commun 36:3253
Makrlík E, Božek F (1998) Polish J Chem 72:949
Makrlík E, Selucký P, Vaňura P, Budka J (2010) J Radioanal Nucl Chem 286:155
Makrlík E, Selucký P, Vaňura P (2011) Unpublished results
Makrlík E, Hálová J, Kyrš M (1984) Collect Czech Chem Commun 49:39
Makrlík E, Vaňura P, Daňková M (1999) J Radioanal Nucl Chem 240:579
Makrlík E, Vaňura P (2006) Monatsh Chem 137:157
Makrlík E, Vaňura P, Budka J (2008) J Radioanal Nucl Chem 275:463
Makrlík E, Vaňura P (2011) J Radioanal Nucl Chem 289:663
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. Complexation of some univalent organic cations with hexaethyl p-tert-butylcalix[6]arene hexaacetate in nitrobenzene saturated water. J Radioanal Nucl Chem 295, 2077–2081 (2013). https://doi.org/10.1007/s10967-012-2216-x
Received:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s10967-012-2216-x