Heilmann, Michael and Tiefenbacher, Konrad. (2019) A Modular Phosphorylated Glycoluril‐Derived Molecular Tweezer for Potent Binding of Aliphatic Diamines. Chemistry - A European Journal, 25 (56). pp. 12900-12904.
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Abstract
Amolecular tweezerbasedon aglycoluril-de-rivedframeworkbearingfourphosphategroupswas syn-thesizedandshownto be capableof bindingorganicaminesin aqueous solution.This workreportstheKavaluesfor 30 complexes of this molecular tweezerandamineguests,determined by meansof1HNMR titrations.Boththe hydrophobiccavityandthe phosphategroupscontributeto the binding.Bulkiermolecules andmole-culesbearing negativelychargedgroupslike carboxylatesin aminoacidsbindless tightlydue to astericclashandcoulombicrepulsion. Thenarrowcavityandthe strongionicinteractionsof the phosphategroupswithammoni-um guestsfavorbindingofaliphatic diamines.Thesebind-ing propertiesclearlydistinguishthis systemfromstruc-turallyrelatedmolecular clipsand tweezers
| Faculties and Departments: | 05 Faculty of Science > Departement Chemie 05 Faculty of Science > Departement Chemie > Chemie > Synthesis of Functional Modules (Tiefenbacher) |
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| UniBasel Contributors: | Heilmann, Michael and Tiefenbacher, Konrad Karl |
| Item Type: | Article, refereed |
| Article Subtype: | Research Article |
| Publisher: | Wiley |
| ISSN: | 0947-6539 |
| e-ISSN: | 1521-3765 |
| Note: | Publication type according to Uni Basel Research Database: Journal article |
| Language: | English |
| Identification Number: |
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| edoc DOI: | |
| Last Modified: | 11 Feb 2022 18:45 |
| Deposited On: | 05 Feb 2020 15:54 |
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