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Applications of Supramolecular Anion Recognition

A special issue of Molecules (ISSN 1420-3049). This special issue belongs to the section "Chemical Biology".

Deadline for manuscript submissions: closed (30 November 2020) | Viewed by 7015

Special Issue Editor


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Guest Editor
Institute of Organic Chemistry, Polish Academy of Sciences, Kasprzaka 44/52, 01-224 Warsaw, Poland
Interests: supramolecular chemistry; noncovalent interactions; dynamic combinatorial chemistry; anion recognition; chiral recognition; macrocycles; molecular receptors; stimuli-responsive receptors; stereocontrolled organic synthesis; high-pressure synthesis

Special Issue Information

Dear Colleagues,

Anions, being biologically active are omnipresent and crucial components for a proper existence of living matters, for example phosphates are relevant to the storage of genetic information being a part of ATP, DNA or RNA, while broadly spread anions of organic mono- and dicarboxylic acids take a part of catalytic cycles of living systems.

Reflection of such actions and mechanisms of naturally occurred molecular machinery let to constantly develop the domain of supramolecular chemistry. In particular, the synthesis and investigation of various artificial systems based on this concept that are capable of potent and selective molecular recognition of anions in a face of their prospective practical applications has still remained a great challenge.

Original research articles embracing fields of noncovalent interactions involving hydrogen bonding, van der Waals or π-π interactions, towards fundamental and advanced expansion on novel efficient artificial receptors of anions, functional supramolecular architectures, extraction of anions, transmembrane transport, supramolecular catalysis, etc. are greatly welcomed to contribute in this Special Issue of Molecules.

Prof. Janusz Jurczak
Guest Editor

Manuscript Submission Information

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Keywords

  • molecular recognition
  • functional supramolecular systems
  • supramolecular organocatalysis
  • noncovalent interactions
  • acyclic and macrocyclic receptors
  • anion sensors
  • anion transporters
  • supramolecular polymers

Published Papers (2 papers)

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Research

14 pages, 3348 KiB  
Article
The Effect of Substitution Pattern on Binding Ability in Regioisomeric Ion Pair Receptors Based on an Aminobenzoic Platform
by Damian Jagleniec, Krzysztof Ziach, Kajetan Dąbrowa and Jan Romański
Molecules 2019, 24(16), 2990; https://doi.org/10.3390/molecules24162990 - 18 Aug 2019
Cited by 6 | Viewed by 2889
Abstract
A series of ditopic ion pair receptors equipped with 4-nitrophenylurea and 1-aza-18-crown-6-ether linked by ortho-(1), meta-(2), and para-(3) substituted benzoic acid were readily synthesized in three steps from commercially available materials. The binding properties of these regioisomeric [...] Read more.
A series of ditopic ion pair receptors equipped with 4-nitrophenylurea and 1-aza-18-crown-6-ether linked by ortho-(1), meta-(2), and para-(3) substituted benzoic acid were readily synthesized in three steps from commercially available materials. The binding properties of these regioisomeric receptors were determined using UV-vis and 1H NMR spectroscopy in MeCN and in the solid state by single-crystal X-ray diffraction crystallography. The solution studies revealed that, apart from carboxylates, all the anions tested formed stronger complexes in the presence of sodium cations. Receptors 2 and 3 were found to interact with ion pairs with remarkably higher affinity than ortho-substituted 1. 1H NMR titration experiments showed that both urea NH protons interacted with anions with comparable strength in the case of receptors 2 and 3, but only one of the NHs was effective in anion binding in the case of receptor 1. X-ray analysis of the crystal structure of receptor 1 and 1·NaPF6 complex showed that binding was hampered due to the formation of an intramolecular hydrogen bond. Analysis of the crystal structures of 2·NaBr and 3·NaBr complexes revealed that proper mutual orientation of binding domains was responsible for the improved binding of the sodium salts. Full article
(This article belongs to the Special Issue Applications of Supramolecular Anion Recognition)
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9 pages, 1566 KiB  
Article
Chiral Recognition of Carboxylate Anions by (R)-BINOL-Based Macrocyclic Receptors
by Agata Tyszka-Gumkowska, Grzegorz Pikus and Janusz Jurczak
Molecules 2019, 24(14), 2635; https://doi.org/10.3390/molecules24142635 - 19 Jul 2019
Cited by 7 | Viewed by 3657
Abstract
Three (R)-BINOL-based macrocyclic receptors obtained via double-amidation reaction were used for chiral recognition of four anions derived from α-hydroxy and α-amino acids. The structural factors of hosts and guests that affect chiral recognition processes were also investigated, indicating that the proper [...] Read more.
Three (R)-BINOL-based macrocyclic receptors obtained via double-amidation reaction were used for chiral recognition of four anions derived from α-hydroxy and α-amino acids. The structural factors of hosts and guests that affect chiral recognition processes were also investigated, indicating that the proper geometry of both receptor and guest molecules plays a crucial role in effective enantio-discrimination. Full article
(This article belongs to the Special Issue Applications of Supramolecular Anion Recognition)
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