Höhere Homologe der Calixpyrrole:meso-substituierte Calix[6]pyrrole

Turner, Boaz; Botoshansky, Mark; Eichen, Yoav

doi:10.1002/(sici)1521-3757(19980918)110:18<2633::aid-ange2633>3.0.co;2-7

Cited by 19 publications

(5 citation statements)

References 9 publications

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“…Since the submission of this manuscript there have been considerable advances in the synthesis of expanded or “higher‐order” calix[ n ]pyrrole macrocycles ( n >4) 164, 165. Very recently, Kohnke and co‐workers found that meso ‐dodecamethylcalix[6]pyrrole 152 , meso ‐dodecamethylcalix[3]furan[3]pyrrole 150 , and meso ‐dodecamethylcalix[2]furan[4]pyrrole 151 may be prepared from meso ‐dodecamethylcalix[6]furan 146 (Scheme ) 166.…”

Section: Addendummentioning

confidence: 99%

Anion Recognition and Sensing: The State of the Art and Future Perspectives

Beer

Gale

2001

Angew. Chem. Int. Ed.

3,483

653

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Anion recognition chemistry has grown from its beginnings in the late 1960s with positively charged ammonium cryptand receptors for halide binding to, at the end of the millennium, a plethora of charged and neutral, cyclic and acyclic, inorganic and organic supramolecular host systems for the selective complexation, detection, and separation of anionic guest species. Solvation effects and pH values have been shown to play crucial roles in the overall anion recognition process. More recent developments include exciting advances in anion‐templated syntheses and directed self‐assembly, ion‐pair recognition, and the function of anions in supramolecular catalysis.

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Section: Addendummentioning

confidence: 99%

Anion Recognition and Sensing: The State of the Art and Future Perspectives

Beer

Gale

2001

Angew. Chem. Int. Ed.

3,483

653

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“…Seit Einreichen des Manuskripts wurden erhebliche Fortschritte bei der Synthese von erweiterten Calix[ n ]heteroaren‐Makrocyclen höherer Ordnung ( n >4) erzielt 164, 165. So synthetisierten Kohnke et al meso ‐Dodecamethylcalix[6]pyrrol 152 , meso ‐Dodecamethylcalix[3]furan[3]pyrrol 150 und meso ‐Dodecamethylcalix[2]furan[4]pyrrol 151 ausgehend von meso ‐Dodecamethylcalix[6]furan 146 (Schema ) 166.…”

Section: Addendumunclassified

Erkennung und Nachweis von Anionen: gegenwärtiger Stand und Perspektiven

2001

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Die Chemie der Anionenerkennung hat sich seit ihren Anfängen in den späten sechziger Jahren des 20. Jahrhunderts stark entwickelt. Anfangs waren nur positiv geladene Ammonium‐Cryptanden als Rezeptoren für Halogenid‐Ionen bekannt. Nun, am Ende des Millenniums, sind eine Vielzahl geladener und neutraler, cyclischer und acyclischer, anorganischer und organischer supramolekularer Wirte für die selektive Komplexierung, den Nachweis und die Trennung anionischer Gastmoleküle verfügbar. Bei der Anionenerkennung spielen Solvatationseffekte und der pH‐Wert eine entscheidende Rolle. In jüngerer Zeit wurden wichtige Fortschritte bei Synthesen mit anionischen Templaten, der durch Anionen gesteuerten Selbstorganisation, der Ionenpaarerkennung und der Funktion von Anionen bei der supramolekularen Katalyse erzielt.

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“…This easy to make tetrapyrrolic macrocycle has been known for over a century, yet its anion binding potential has only recently been discovered . This discovery has prompted various structural modifications , in hopes of fine-tuning the affinity and selectivity for a variety of anions. Despite the considerable amount of experimental , and theoretical 7 work devoted to understanding the anion binding behavior of calixpyrroles, there remain a number of issues that are not fully resolved, including those associated with solute, solvent, and countercation effects.…”

Section: Introductionmentioning

confidence: 99%

Calix[4]pyrrole as a Chloride Anion Receptor: Solvent and Countercation Effects

et al. 2006

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The interaction of calixpyrrole with several chloride salts has been studied in the solid state by X-ray crystallography as well as in solution by isothermal titration calorimetry (ITC) and (1)H NMR spectroscopic titrations. The titration results in dimethylsulfoxide, acetonitrile, nitromethane, 1,2-dichloroethane, and dichloromethane, carried out using various chloride salts, specifically tetraethylammonium (TEA), tetrapropylammonium (TPA), tetrabutylammonium (TBA), tetraethylphosphonium (TEP), tetrabutylphosphonium (TBP), and tetraphenylphosphonium (TPhP), showed no dependence on method of measurement. The resulting affinity constants (K(a)), on the other hand, were found to be highly dependent on the choice of solvent with K(a)'s ranging from 10(2)-10(5) M(-1) being recorded in the test solvents used for this study. In dichloromethane, a strong dependence on the countercation was also seen, with the K(a)'s for the interaction with chloride ranging from 10(2)-10(4) M(-1). In the case of TPA, TBA, and TBP, the ITC data could not be fit to a 1:1 binding profile.

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Höhere Homologe der Calixpyrrole:meso-substituierte Calix[6]pyrrole

Cited by 19 publications

References 9 publications

Anion Recognition and Sensing: The State of the Art and Future Perspectives

Anion Recognition and Sensing: The State of the Art and Future Perspectives

Erkennung und Nachweis von Anionen: gegenwärtiger Stand und Perspektiven

Calix[4]pyrrole as a Chloride Anion Receptor: Solvent and Countercation Effects

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