Molecular recognition of organic anions by a water-soluble calix[4]arene: Evidence for enthalpy-entropy compensation

被引：21

作者：

Bonaccorso, Carmela ^{[1
]}

Ciadamidaro, Antonio

Zito, Valeria ^{[1
]}

Sgarlata, Carmelo

Sciotto, Domenico

Arena, Giuseppe

机构：

[1] Univ Catania, Dipartimento Sci Chim, IBB, CNR, I-95125 Catania, Italy

来源：

THERMOCHIMICA ACTA | 2012年 / 530卷

关键词：

Host-guest complexes; Calixarenes; Aqueous solution; NMR spectroscopy; Isothermal titration calorimetry; Enthalpy-entropy compensation; COMPLEXATION THERMODYNAMICS; SOLVENT REORGANIZATION; CALIXARENES; BINDING; INCLUSION; RECEPTORS; GUESTS; ACID; CHEMISTRY; H-1-NMR;

D O I：

10.1016/j.tca.2011.12.014

中图分类号：

O414.1 [热力学];

学科分类号：

摘要：

The inclusion of organic anions by the water-soluble tetracationic calix[4]arene TAC4 has been studied at neutral pH by H-1 NMR and isothermal titration calorimetry. The aromatic anions are better included than their aliphatic analogues. The Delta H degrees and Delta S degrees values show that the inclusion processes are mostly enthalpically driven and entropically unfavoured; they also show that an enthalpy-entropy compensation balances the gain in one contribution against a corresponding loss in the other. (C) 2011 Elsevier B.V. All rights reserved.

引用

页码：107 / 115

页数：9

共 50 条

[41] Removal efficiency of a calix[4]arene-based polymer for water-soluble carcinogenic direct azo dyes and aromatic amines
Akceylan, Ezgi
Bahadir, Muefit
Yilmaz, Mustafa
JOURNAL OF HAZARDOUS MATERIALS, 2009, 162 (2-3) : 960 - 966
[42] Molecular recognition of nucleotides by a calix[4]arene derivative with two alkyl guanidinium groups at the air water interface
Liu, F
Lu, GY
He, WJ
Liu, MH
Zhu, LG
Wu, HM
NEW JOURNAL OF CHEMISTRY, 2002, 26 (05) : 601 - 606
[43] A new water-soluble calix[4]arene podand incorporating p-phosphonate groups and 2,2′-bipyridine units
Psychogios, N
Regnouf-de-Vains, JB
TETRAHEDRON LETTERS, 2002, 43 (43) : 7691 - 7693
[44] A Water-Soluble Calix[4]arene-Based Ligand for the Selective Linear Coordination and Stabilization of Copper(I) Ion in Aerobic Conditions
Maurin, Antoine
Varatharajan, Sambika
Colasson, Benoit
Reinaud, Olivia
ORGANIC LETTERS, 2014, 16 (20) : 5426 - 5429
[45] Tuning of the cavity of water-soluble thiacalix[4]arene for the control of inclusion ability toward water-miscible organic molecules
Kon, N
Iki, N
Sano, Y
Ogawa, S
Kabuto, C
Miyano, S
COLLECTION OF CZECHOSLOVAK CHEMICAL COMMUNICATIONS, 2004, 69 (05) : 1080 - 1096
[46] Formation of the inclusion complex of water soluble fluorescent calix[4]arene and naringenin: solubility, cytotoxic effect and molecular modeling studies
Oguz, Mehmet
Bhatti, Asif Ali
Dogan, Berna
Karakurt, Serdar
Durdagi, Serdar
Yilmaz, Mustafa
JOURNAL OF BIOMOLECULAR STRUCTURE & DYNAMICS, 2020, 38 (13): : 3801 - 3813
[47] Towards calixarene-based prodrugs: Drug release and antibacterial behaviour of a water-soluble nalidixic acid/calix[4]arene ester adduct
Dibama, Hugues Massimba
Clarot, Igor
Fontanay, Stephane
Ben Salem, Adel
Mourer, Maxime
Finance, Chantal
Duval, Raphael E.
Regnouf-de-Vains, Jean-Bernard
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2009, 19 (10) : 2679 - 2682
[48] WATER-SOLUBLE CALIXARENES AS SYNTHETIC RECEPTORS - REMARKABLE INFLUENCE OF STEREOCHEMISTRY ON THE COORDINATION PROPERTIES OF 2 NEW CONFORMATIONAL ISOMERS OF A CALIX[4]ARENE TETRACARBOXYLATE
ARENA, G
BONOMO, RP
CALI, R
GULINO, FG
LOMBARDO, GG
SCIOTTO, D
UNGARO, R
CASNATI, A
SUPRAMOLECULAR CHEMISTRY, 1995, 4 (04) : 287 - 295
[49] New water-soluble calix[4]arene-bis(benzocrown-6) for caesium-sodium separation by nanofiltration-complexation
Pellet-Rostaing, S
Chitry, F
Spitz, JA
Sorin, A
Favre-Réguillon, A
Lemaire, M
TETRAHEDRON, 2003, 59 (51) : 10313 - 10324
[50] Water-soluble para-sulfonated 1,2;3,4-calix[4]arene-biscrowns in the cone conformation
Mathieu, A
Asfari, Z
Vicens, J
TETRAHEDRON LETTERS, 2002, 43 (07) : 1225 - 1229

← 1 2 3 4 5 →