Host-Guest Complexes of Azaaromatic Quaternary Salts

Śliwa, Wanda; Chrzastek, Lidia; Mielniczak, Marian

doi:10.3987/rev-92-452

Cited by 8 publications

(4 citation statements)

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“…Recently, azaaromatic onium macrocycles (cyclophanes) have attracted much attention due to their supramolecular structures coupled with their positively charged character. In biochemical host−guest processes such as enzyme−substrate interactions, onium compounds play an important role in the electrostatic binding of the substrate to the enzyme 1. The fast rates and high specificities of enzymatic reactions partly originate from the electrostatic stabilization of charged transition states by onium moieties 2.…”

Section: Introductionmentioning

confidence: 99%

“…The fast rates and high specificities of enzymatic reactions partly originate from the electrostatic stabilization of charged transition states by onium moieties 2. Therefore, onium cyclophanes possessing a relatively hydrophobic cavity (binding site) and onium residues at defined positions on the macrocycle (catalytic site) can be used as artificial enzymes or as receptors to study inclusion electrostatic catalysis 1…”

Section: Introductionmentioning

confidence: 99%

“…Although a great number of macrocyclic and linear azaaromatic compounds, in which quaternary ammonium units constitute essential parts of the structure, have been known for a long time,1 imidazolium cyclophanes ( I ) (Figure 1) have only been reported in the last few years,3−8 despite the fact that imidazole compounds are frequently encountered in biological systems (quite recently, benztriazolium cyclophanes have also been described9).…”

Section: Introductionmentioning

confidence: 99%

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Synthesis and Conformational Analysis of Dicationic N,N′-Bridged Bis(benzimidazolium) and Bis(imidazolium) Macrocycles

et al. 2001

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Two‐step alkylations of benzimidazole, 2‐methylbenzimidazole, and imidazole at their nitrogen atoms with various bifunctional alkylating agents have afforded a series of 16‐membered quaternary azacyclophanes. Of these macrocycles, those bearing methyl or methoxy groups on the azole or at the aromatic bridges have been found to exist as mixtures of conformers. In some cases, the structures of the conformers have been determined by NMR methods and X‐ray crystallography, and have been correlated with the results of a computer‐aided conformational search.

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Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Synthesis and Conformational Analysis of Dicationic N,N′-Bridged Bis(benzimidazolium) and Bis(imidazolium) Macrocycles

et al. 2001

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“…The introduction of two benzo[15]crown-5 ether fragments at positions 3 and 3' of the 2,2'-bipyridine molecule makes it possible to construct the complexone (XXVI), in which the doubly charged diquat cation is easily inserted as "guest" between the two conformationaUy mobile polyether macrocycles [127].…”

Section: Xon Omentioning

confidence: 99%

Properties and application of aryl-substituted azines (review)

Borovik¹,

Shkurko²

1997

Chem Heterocycl Compd

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Derivatives of pyridine and di-and triazines containing aryl and heteroaryl groups as substituents exhibit a combination of properties that determine the wide range of their practical applications in scientific investigations, technology, medicine, and agriculture. Interesting properties appear even when phenyl substituents not containing functional groups in the benzene ring are introduced into the azine ring. Thus, 2,3-diphenylpyrazine has a particular smell and taste, making it possible to use it in the food industry as a flavoring additive [1]. Such "aromatic" qualities are also characteristic of other phenylpyrazines with various mutual arrangements of the phenyl and aliphatic substituents in the heterocycle. Their application makes it possible to vary the smell and flavor of food products [2]. They are also used in multicomponent compositions with the mono-, di-, tri-,

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