Cyclohexanohemicucurbit[8]uril Inclusion Complexes With Heterocycles and Selective Extraction of Sulfur Compounds From Water

Solid-phase extraction that utilizes selective macrocyclic receptors can serve as a useful tool for removal of chemical wastes. Hemicucurbiturils are known to form inclusion complexes with suitably sized anions; however, their use in selective binding of non-charged species is still very limited. In this study, we found that cyclohexanohemicucurbit[8]uril encapsulates five- and six-membered sulfur- and oxygen-containing unsubstituted heterocycles, which is investigated by single-crystal X-ray diffraction, NMR spectroscopy, isothermal titration calorimetry, and thermogravimetry. The macrocycle acts as a promising selective sorption material for the extraction of sulfur heterocycles, such as 1,3-dithiolane and α-lipoic acid, from water.

Macrocyclic Receptors for Identification and Selective Binding of Substrates of Different Nature

Molecular recognition of host/guest molecules represents the basis of many biological processes and phenomena. Enzymatic catalysis and inhibition, immunological response, reproduction of genetic information, biological regulatory functions, the effects of drugs, and ion transfer—all these processes include the stage of structure recognition during complexation. The goal of this review is to solicit and publish the latest advances in the design and sensing and binding abilities of porphyrin-based heterotopic receptors with well-defined geometries, the recognition ability of which is realized due to ionic, H-bridge, charge transfer, hydrophobic, and hydrophilic interactions. The dissection of the considered low-energy processes at the molecular scale expands our capabilities in the development of effective systems for controlled recognition, selective delivery, and prolonged release of substrates of different natures (including drugs) to their sites of functioning.

Carbazole sulfonamide-based macrocyclic receptors capable of selective complexation of fluoride ion

Two carbazole sulfonamide-based macrocycles 1 and 2 were facilely synthesized and carefully evaluated for their anion recognition properties.

Iodide ion receptors: shape-persistent macrocycles of syn/anti Configurations

This article reports a pair of rigid iodide ion macrocyclic receptors of syn/anti configurations. Single crystal X-ray analysis confirms the structure of the syn-isomers, 1H Nuclear Magnetic Resonance (1H NMR)...

Lithium halide ion-pair recognition with halogen bonding and chalcogen bonding heteroditopic macrocycles

A series of halogen bonding and chalcogen bonding phenanthroline containing heteroditopic macrocyclic receptors exhibit cooperative recognition of lithium halide (LiX) ion-pairs.

Ion mobility mass spectrometry – efficient tool for analysis of conformational switch of macrocyclic receptors upon anion binding

Interactions between anions and synthetic macrocyclic receptors belong to the extensively explored area of research due to particularly important functions of anions in biological and environmental sciences. Structures of anion-macrocycle...

Conformationally adaptable macrocyclic receptors for ditopic anions: analysis of chelate cooperativity in aqueous containing media

Chelate cooperativity impacts the binding affinities of dicarboxylates of different sizes to flexible thiourea macrocycles in aqueous DMSO.

Chiral Recognition of Carboxylate Anions by (R)-BINOL-Based Macrocyclic Receptors

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.