Tunable Supramolecular Ag<sup>+</sup>-Host Interactions in Pillar[<i>n</i>]arene[<i>m</i>]quinones and Ensuing Specific Binding to 1-Alkynes
We developed an improved, robust synthesis of a series of pillar[<i>6</i>]arenes with a varying number (0–3) of quinone moieties in the ring. This easy-to-control variation yielded a gradually less electron-rich cavity in going from zero to three quinone units, as shown from the strength...
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MDPI AG
2023-10-01
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Online Access: | https://www.mdpi.com/1420-3049/28/20/7009 |
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author | Yumei Zhu Jorge Escorihuela Haiying Wang Andrew C.-H. Sue Han Zuilhof |
author_facet | Yumei Zhu Jorge Escorihuela Haiying Wang Andrew C.-H. Sue Han Zuilhof |
author_sort | Yumei Zhu |
collection | DOAJ |
description | We developed an improved, robust synthesis of a series of pillar[<i>6</i>]arenes with a varying number (0–3) of quinone moieties in the ring. This easy-to-control variation yielded a gradually less electron-rich cavity in going from zero to three quinone units, as shown from the strength of host–guest interactions with silver ions. Such macrocycle-Ag<sub>2</sub> complexes themselves were shown to display an unprecedented, sharp distinction between terminal alkynes, which strongly bound to such complexes, and internal alkynes, internal alkenes and terminal alkenes, which do hardly bind. |
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id | doaj.art-a05f1ac49e5147f5aef7caa505ac5e3b |
institution | Directory Open Access Journal |
issn | 1420-3049 |
language | English |
last_indexed | 2024-03-10T21:00:51Z |
publishDate | 2023-10-01 |
publisher | MDPI AG |
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series | Molecules |
spelling | doaj.art-a05f1ac49e5147f5aef7caa505ac5e3b2023-11-19T17:31:23ZengMDPI AGMolecules1420-30492023-10-012820700910.3390/molecules28207009Tunable Supramolecular Ag<sup>+</sup>-Host Interactions in Pillar[<i>n</i>]arene[<i>m</i>]quinones and Ensuing Specific Binding to 1-AlkynesYumei Zhu0Jorge Escorihuela1Haiying Wang2Andrew C.-H. Sue3Han Zuilhof4School of Pharmaceutical Science & Technology, Tianjin University, 92 Weijin Road, Nankai District, Tianjin 300072, ChinaDepartamento de Química Orgánica, Universitat de València, Avda. Vicente Andrés Estellés s/n, 46100 València, SpainSchool of Pharmaceutical Science & Technology, Tianjin University, 92 Weijin Road, Nankai District, Tianjin 300072, ChinaCollege of Chemistry and Chemical Engineering, Xiamen University, 422 Siming South Road, Siming District, Xiamen 361005, ChinaSchool of Pharmaceutical Science & Technology, Tianjin University, 92 Weijin Road, Nankai District, Tianjin 300072, ChinaWe developed an improved, robust synthesis of a series of pillar[<i>6</i>]arenes with a varying number (0–3) of quinone moieties in the ring. This easy-to-control variation yielded a gradually less electron-rich cavity in going from zero to three quinone units, as shown from the strength of host–guest interactions with silver ions. Such macrocycle-Ag<sub>2</sub> complexes themselves were shown to display an unprecedented, sharp distinction between terminal alkynes, which strongly bound to such complexes, and internal alkynes, internal alkenes and terminal alkenes, which do hardly bind.https://www.mdpi.com/1420-3049/28/20/7009pillarareneshost–guest interactionsmetal ion inclusiontunable cavitysupramolecular chemistry |
spellingShingle | Yumei Zhu Jorge Escorihuela Haiying Wang Andrew C.-H. Sue Han Zuilhof Tunable Supramolecular Ag<sup>+</sup>-Host Interactions in Pillar[<i>n</i>]arene[<i>m</i>]quinones and Ensuing Specific Binding to 1-Alkynes Molecules pillararenes host–guest interactions metal ion inclusion tunable cavity supramolecular chemistry |
title | Tunable Supramolecular Ag<sup>+</sup>-Host Interactions in Pillar[<i>n</i>]arene[<i>m</i>]quinones and Ensuing Specific Binding to 1-Alkynes |
title_full | Tunable Supramolecular Ag<sup>+</sup>-Host Interactions in Pillar[<i>n</i>]arene[<i>m</i>]quinones and Ensuing Specific Binding to 1-Alkynes |
title_fullStr | Tunable Supramolecular Ag<sup>+</sup>-Host Interactions in Pillar[<i>n</i>]arene[<i>m</i>]quinones and Ensuing Specific Binding to 1-Alkynes |
title_full_unstemmed | Tunable Supramolecular Ag<sup>+</sup>-Host Interactions in Pillar[<i>n</i>]arene[<i>m</i>]quinones and Ensuing Specific Binding to 1-Alkynes |
title_short | Tunable Supramolecular Ag<sup>+</sup>-Host Interactions in Pillar[<i>n</i>]arene[<i>m</i>]quinones and Ensuing Specific Binding to 1-Alkynes |
title_sort | tunable supramolecular ag sup sup host interactions in pillar i n i arene i m i quinones and ensuing specific binding to 1 alkynes |
topic | pillararenes host–guest interactions metal ion inclusion tunable cavity supramolecular chemistry |
url | https://www.mdpi.com/1420-3049/28/20/7009 |
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