Ab initio calculations in the gas-phase indicate that the substitution of an ethylene with a propylene moiety in the polyether bridge of 1,3-di-iso-propoxycalix[4]arene-crowns-6 could result in an enhanced Cs+/K+ selectivity which is of particular interest in nuclear waste treatment. We therefore synthesised two novel calix[4]arene-crown-6 compounds (1 and 2) having a propylene moiety in their structure and for this named calix[4]arene-propylene-crown-6. The structures of compounds 1 and 2 were elucidated by NMR in solution and for 1 also by X-ray diffraction studies in the solid state. Association constants (K-a) in CHCl3 of the two novel calix-crowns were measured and pointed out a plateau selectivity towards alkali metal ions which was not predicted by molecular modelling calculations. These results indicate the important role played by the solvent molecules and counter-anions in binding for this class of ionophores.

Enlarging the size of calix[4]arene-crowns-6 to improve Cs+/K+ selectivity: a theoretical and experimental study / Casnati, Alessandro; DELLA CA', Nicola; Sansone, Francesco; Ugozzoli, Franco; Ungaro, Rocco. - In: TETRAHEDRON. - ISSN 0040-4020. - 60:(2004), pp. 7869-7876. [10.1016/j.tet.2004.06.058]

Enlarging the size of calix[4]arene-crowns-6 to improve Cs+/K+ selectivity: a theoretical and experimental study

CASNATI, Alessandro;DELLA CA', Nicola;SANSONE, Francesco;UGOZZOLI, Franco;UNGARO, Rocco
2004-01-01

Abstract

Ab initio calculations in the gas-phase indicate that the substitution of an ethylene with a propylene moiety in the polyether bridge of 1,3-di-iso-propoxycalix[4]arene-crowns-6 could result in an enhanced Cs+/K+ selectivity which is of particular interest in nuclear waste treatment. We therefore synthesised two novel calix[4]arene-crown-6 compounds (1 and 2) having a propylene moiety in their structure and for this named calix[4]arene-propylene-crown-6. The structures of compounds 1 and 2 were elucidated by NMR in solution and for 1 also by X-ray diffraction studies in the solid state. Association constants (K-a) in CHCl3 of the two novel calix-crowns were measured and pointed out a plateau selectivity towards alkali metal ions which was not predicted by molecular modelling calculations. These results indicate the important role played by the solvent molecules and counter-anions in binding for this class of ionophores.
2004
Enlarging the size of calix[4]arene-crowns-6 to improve Cs+/K+ selectivity: a theoretical and experimental study / Casnati, Alessandro; DELLA CA', Nicola; Sansone, Francesco; Ugozzoli, Franco; Ungaro, Rocco. - In: TETRAHEDRON. - ISSN 0040-4020. - 60:(2004), pp. 7869-7876. [10.1016/j.tet.2004.06.058]
File in questo prodotto:
File Dimensione Formato  
published-enlarging.pdf

non disponibili

Tipologia: Documento in Post-print
Licenza: Creative commons
Dimensione 308.56 kB
Formato Adobe PDF
308.56 kB Adobe PDF   Visualizza/Apri   Richiedi una copia

I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.

Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11381/1440952
Citazioni
  • ???jsp.display-item.citation.pmc??? ND
  • Scopus 51
  • ???jsp.display-item.citation.isi??? 56
social impact