Charge assisted hydrophobic binding of ethanol into the cavity of calix[4]arene receptors in aqueous solution

Tetrahedron Letters

Volumn 38, Issue 26, 1997, Pages 4685-4688

  Arena, Giuseppe ^a   Casnati, Alessandro ^b   Contino, Annalinda ^a   Sciotto, Domenico ^a   Ungaro, Rocco ^b  

^a UNIVERSITY OF CATANIA   (Italy)

^b UNIVERSITY OF PARMA   (Italy)

Author keywords

[No Author keywords available]

Indexed keywords

ALCOHOL; CALIXARENE;

AQUEOUS SOLUTION; ARTICLE; COMPLEX FORMATION; DRUG BINDING; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; REACTION ANALYSIS;

ARENE;

EID: 0031005716     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(97)00997-0     Document Type: Article

References (15)

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3. Vicens, J., Böhmer, V. Calixarenes: A versatile class of macrocyclic Compounds. Kluver Academic Publishers, 1991.
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11. Franke, J.; Vogtle, F.; Complexation of Organic Molecules in Water Solution, in Topics in Current Chemistry, Vogtle, F.; Weber, E. Eds.; Springer-Verlag: Berlin, Heidelberg, 1986, Vol. 132, pp. 135-170.
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13. The same logK value was obtained regardless of the shifts (methyl or methylene protons signals) taken into account in the refinement procedure.
14. Arena, G.; Casnati, A.; Contino, A.; Lombardo, G. G.; Sciotto, D.; Ungaro, R. J. Am. Chem. Soc., submitted. This paper shows that the polar head of trimethylanilium faces the bulk of water molecules (with the aromatic residue included in the cavity) when sulphonate groups are attached at the upper rim.
15. Shinkai, S.; Araki, K.; Koreishi, H. Chem. Lett. 1986, 1351.