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A Modular Phosphorylated Glycoluril‐Derived Molecular Tweezer for Potent Binding of Aliphatic Diamines

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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Official URL: https://edoc.unibas.ch/75121/

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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)
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
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Last Modified:13 Sep 2020 01:30
Deposited On:05 Feb 2020 15:54

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