Anthracene-Based Amido−Amine Cage Receptor for Anion Recognition under Neutral Aqueous Conditions

A new amido−amine cage receptor, which combines 1,8-anthracene diacarboxamide subunit and a polyammonium azamacrocycle, is reported. Bearing both the hydrogen bond donor and the acceptor binding sites, the receptor is able to bind phosphate selectively under neutral (pH 7.2) aqueous conditions. The recognition events for phosphate and dicarboxylates are accomplished by a fluorescence enhancement in the anthracene emission. As revealed by experimental and theoretical studies, phosphate and oxalate show different recognition modes. Phosphate demonstrates hydrogen bond acceptor properties, while the coordination of oxalate favours the protonation of the receptor. © 2019 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA.

Authors
Morozov B.S.1 , Namashivaya S.S.R.1 , Zakharko M.A.3 , Oshchepkov A.S. 1, 2 , Kataev E.A.1, 4
Journal
ChemistryOpen
Publisher
Wiley-VCH Verlag
Language
English
Status
Published
Link
External link
DOI
10.1002/open.201900309
Year
2019
Organizations
  • 1 Faculty of Natural Sciences, Technische Universität Chemnitz, Str. der Nationen 62, Chemnitz, 09107, Germany
  • 2 Peoples' Friendship University of Russia (RUDN University), 6 Miklukho-Maklay St, Moscow, 117198, Russian Federation
  • 3 A. N. Nesmeyanov Institute of Organoelement compounds of RAS, Vavilova Str., 28, Moscow, 119991, Russian Federation
  • 4 Department of Chemistry and Pharmacy, University Erlangen-Nürnberg, Nikolaus-Fiebiger-Str. 10, Erlangen, 91058, Germany
Keywords
anion recognition; anthracene; fluorescent probe; macrocycle; supramolecular chemistry in water
Date of creation
24.12.2019
Date of change
24.12.2019
Short link
https://repository.rudn.ru/en/records/article/record/55462/
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