Ion pair-induced conformational motion in calix[4]arene-strapped calix[4]pyrroles
DC Field | Value | Language |
---|---|---|
dc.contributor.author | Kim, Sung Kuk | - |
dc.contributor.author | Lynch, Vincent M. | - |
dc.contributor.author | Hay, Benjamin P. | - |
dc.contributor.author | Kim, Jong Seung | - |
dc.contributor.author | Sessler, Jonathan L. | - |
dc.date.accessioned | 2021-09-05T00:46:14Z | - |
dc.date.available | 2021-09-05T00:46:14Z | - |
dc.date.created | 2021-06-15 | - |
dc.date.issued | 2015 | - |
dc.identifier.issn | 2041-6520 | - |
dc.identifier.uri | https://scholar.korea.ac.kr/handle/2021.sw.korea/96133 | - |
dc.description.abstract | In order to understand the still-poorly understood interplay between calix[4]arene conformations and cation and anion recognition in multicomponent systems, the ion pair receptors 1 and 2 were synthesized. In solution and in the solid state, the calix[4]arene subunit of receptor 1 adopts a cone conformation, while that of 2 interconverts between the cone and the partial cone conformation. These geometric features differ from previous systems where the calix[4]arene moiety was locked in the 1,3-alternate conformation. A combination of H-1 NMR spectroscopic analyses and single crystal X-ray diffraction studies reveal that receptor 1 binds the fluoride and the chloride anion via significantly different binding modes, displaying, for instance, 1 : 1 and 2 : 3 binding stoichiometries with CsF and CsCl, respectively. In the case of 2, the conformation of the calix[4]arene constituent of 2 is highly dependent on the size and quantity of anions present. For example, upon treatment of 2 with the fluoride anion (as both the TBA(+) and Cs+ salts), the calix[4]arene unit coexists as cone and partial cone conformers that are inter-convertible. In the presence of excess CsF, the aromatic rings of the calix[4]arene subunit becomes locked in the pinched cone conformation with the result that an ion pair-mediated coordination polymer is formed. In the presence of excess CsCl, the calix[4]arene unit of 2 adopts only the partial cone conformation stabilized by aryl CH-anion hydrogen bonding interactions. The present systems constitute a rare set of related receptors wherein the effects of conformational changes are so tightly coupled with ion recognition. | - |
dc.language | English | - |
dc.language.iso | en | - |
dc.publisher | ROYAL SOC CHEMISTRY | - |
dc.subject | CESIUM CATION RECOGNITION | - |
dc.subject | RECEPTOR | - |
dc.subject | 1,3-ALTERNATE | - |
dc.subject | COMPLEXATION | - |
dc.subject | SELECTIVITY | - |
dc.subject | METATHESIS | - |
dc.subject | IONOPHORES | - |
dc.subject | CONFORMERS | - |
dc.title | Ion pair-induced conformational motion in calix[4]arene-strapped calix[4]pyrroles | - |
dc.type | Article | - |
dc.contributor.affiliatedAuthor | Kim, Jong Seung | - |
dc.identifier.doi | 10.1039/c4sc03272a | - |
dc.identifier.scopusid | 2-s2.0-84922471268 | - |
dc.identifier.wosid | 000348147100070 | - |
dc.identifier.bibliographicCitation | CHEMICAL SCIENCE, v.6, no.2, pp.1404 - 1413 | - |
dc.relation.isPartOf | CHEMICAL SCIENCE | - |
dc.citation.title | CHEMICAL SCIENCE | - |
dc.citation.volume | 6 | - |
dc.citation.number | 2 | - |
dc.citation.startPage | 1404 | - |
dc.citation.endPage | 1413 | - |
dc.type.rims | ART | - |
dc.type.docType | Article | - |
dc.description.journalClass | 1 | - |
dc.description.journalRegisteredClass | scie | - |
dc.description.journalRegisteredClass | scopus | - |
dc.relation.journalResearchArea | Chemistry | - |
dc.relation.journalWebOfScienceCategory | Chemistry, Multidisciplinary | - |
dc.subject.keywordPlus | CESIUM CATION RECOGNITION | - |
dc.subject.keywordPlus | RECEPTOR | - |
dc.subject.keywordPlus | 1,3-ALTERNATE | - |
dc.subject.keywordPlus | COMPLEXATION | - |
dc.subject.keywordPlus | SELECTIVITY | - |
dc.subject.keywordPlus | METATHESIS | - |
dc.subject.keywordPlus | IONOPHORES | - |
dc.subject.keywordPlus | CONFORMERS | - |
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