Counteranion Effect on Complexation of Quats by a Neutral Calix[5]arene Receptor

Böhmer, Volker; Cort, Antonella Dalla; Mandolini, Luigi

doi:10.1021/jo001288d

Cited by 72 publications

(41 citation statements)

References 20 publications

Supporting

Mentioning

Contrasting

Unclassified

Order By: Relevance

“…[291] The at least partially essential separation of ion pairs requires considerable energy, particularly in aprotic solvents. Thus, association constants K of a calixarene crown ether with tetramethylammonium salts in chloroform show a dramatic dependence on the anion: K = 30 m À1 is observed tosylate, 100 m À1 for chloride, 390 m À1 for trifluoroacetate, and 2200 m À1 for picrate.…”

Section: Supramolecular Complexesmentioning

confidence: 99%

Binding Mechanisms in Supramolecular Complexes

2009

View full text Add to dashboard Cite

Supramolecular chemistry has expanded dramatically in recent years both in terms of potential applications and in its relevance to analogous biological systems. The formation and function of supramolecular complexes occur through a multiplicity of often difficult to differentiate noncovalent forces. The aim of this Review is to describe the crucial interaction mechanisms in context, and thus classify the entire subject. In most cases, organic host-guest complexes have been selected as examples, but biologically relevant problems are also considered. An understanding and quantification of intermolecular interactions is of importance both for the rational planning of new supramolecular systems, including intelligent materials, as well as for developing new biologically active agents.

show abstract

Section: Supramolecular Complexesmentioning

confidence: 99%

Binding Mechanisms in Supramolecular Complexes

2009

View full text Add to dashboard Cite

show abstract

“…While polarisation and other electronic effects cannot be excluded as contributing factors to the observed counterion effect, the authors maintain that, in this particular system, it is reasonable to conclude that steric effects control the binding processes to a larger extent, since the cation remains bound to the anion upon host complexation. 16 Arduini et al, 17 and Bartoli and Roelens,6,34 in which the steric and charge-polarisation effects of counterions were found to play an important role in determining the thermodynamic stabilities of host-guest complexes. Fig.…”

Section: Counterions and Steric Effectsmentioning

confidence: 99%

“…Bo¨hmer and coworkers 16 have investigated the association ( Fig. 1) between hosts 1 and 2 and tetramethylammonium (TMA + ) and acetylcholine (ACh + ) cationic guests with a variety of counteranions in CDCl 3 solutions.…”

Section: Counterions and Steric Effectsmentioning

confidence: 99%

See 1 more Smart Citation

Solution-phase counterion effects in supramolecular and mechanostereochemical systems

2011

View full text Add to dashboard Cite

The self-assembly of molecular components into complex superstructures involves the subtle interplay of various noncovalent forces. Charged species are often utilised in self-assembly processes as a result of the favorable π-π, cation-π, electrostatic, and hydrogen bonding interactions that form between these species. Although the counterions associated with these charged species can exert significant effects on the synthesis, stability, and operation of superstructures in solution, rarely are the counterions considered, leading to misinterpretations and misunderstandings of the studied systems. In this tutorial review, we discuss a variety of solution-phase counterion effects, from the fundamental origins to innovative ways in which these effects are exploited for useful functions.

show abstract

“…[287] Supramolekulare Komplexe Angewandte Chemie Chlorid 100, für Trifluoracetat 390 und für Pikrat 2200 m À1 . [291] Besonders in aprotischen Solventien benötigt die zumindest teilweise erforderliche Ionenpaartrennung erhebliche Energie. Rechnungen für Modellkomplexe aus Benzol und Tetramethylammoniumformiat zeigen, dass auch die Ladungsverteilung in größeren Kationen stark vom Anion beeinflusst wird.…”

Section: Kationen-p-komplexeunclassified

Bindungsmechanismen in supramolekularen Komplexen

Schneider

2009

Angewandte Chemie

185

View full text Add to dashboard Cite

Kräfte‐Sammelsurium: Supramolekulare Komplexe, wie der gezeigte, beruhen meist auf einer Kombination unterschiedlichster Wechselwirkungen, wie Ionenpaarbildung, Wasserstoffbrücken und Stapelwechselwirkungen. Die nicht immer einfache Charakterisierung von Natur und Stärke der intermolekularen Kräfte liefert Beiträge zum Verständnis biomimetischer Systeme wie auch zum Design von synthetischen Rezeptoren, Wirkstoffen und intelligenten Materialien. Die supramolekulare Chemie hat in den letzten Jahren eine enorme Ausdehnung erfahren, sowohl mit Blick auf mögliche Anwendungen wie auch auf analoge biologische Systeme. Bildung und Funktion supramolekularer Komplexe werden durch eine Vielzahl von oft schwer zu differenzierenden nichtkovalenten Kräften bestimmt. Ziel dieses Aufsatzes ist es, die entscheidenden Wechselwirkungsmechanismen zusammenhängend darzustellen und das Gesamtgebiet auf diese Weise zu klassifizieren. Als Beispiele werden meist organische Wirt‐Gast‐Komplexe gewählt, unter Berücksichtigung auch von biologisch relevanten Fragestellungen. Das Verständnis und die Quantifizierung der intermolekularen Wechselwirkungen ist für die rationale Planung neuer supramolekularer Systeme, einschließlich intelligenter Materialien, ebenso von Bedeutung wie für die Entwicklung neuer Wirkstoffe.

show abstract

Counteranion Effect on Complexation of Quats by a Neutral Calix[5]arene Receptor

Cited by 72 publications

References 20 publications

Binding Mechanisms in Supramolecular Complexes

Binding Mechanisms in Supramolecular Complexes

Solution-phase counterion effects in supramolecular and mechanostereochemical systems

Bindungsmechanismen in supramolekularen Komplexen

Contact Info

Product

Resources

About