Urea-Functionalized Heterocycles: Structure, Hydrogen Bonding and Applications

Ureido-heterocycles exhibiting different triple- and quadruple H-bonding patterns are useful building blocks in the construction of supramolecular polymers, self-healing materials, stimuli-responsive devices, catalysts and sensors. The heterocyclic group may provide hydrogen bond donor/acceptor site...

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Main Authors: Soma J. Keszei, Márk Váradi, Rita Skoda-Földes
Format: Article
Language:English
Published: MDPI AG 2023-11-01
Series:Molecules
Subjects:
Online Access:https://www.mdpi.com/1420-3049/28/23/7757
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author Soma J. Keszei
Márk Váradi
Rita Skoda-Földes
author_facet Soma J. Keszei
Márk Váradi
Rita Skoda-Földes
author_sort Soma J. Keszei
collection DOAJ
description Ureido-heterocycles exhibiting different triple- and quadruple H-bonding patterns are useful building blocks in the construction of supramolecular polymers, self-healing materials, stimuli-responsive devices, catalysts and sensors. The heterocyclic group may provide hydrogen bond donor/acceptor sites to supplement those in the urea core, and they can also bind metals and can be modified by pH, redox reactions or irradiation. In the present review, the main structural features of these derivatives are discussed, including the effect of tautomerization and conformational isomerism on self-assembly and complex formation. Some examples of their use as building blocks in different molecular architectures and supramolecular polymers, with special emphasis on biomedical applications, are presented. The role of the heterocyclic functionality in catalytic and sensory applications is also outlined.
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spelling doaj.art-48223c628290496ca7487f1259ee43942023-12-08T15:22:15ZengMDPI AGMolecules1420-30492023-11-012823775710.3390/molecules28237757Urea-Functionalized Heterocycles: Structure, Hydrogen Bonding and ApplicationsSoma J. Keszei0Márk Váradi1Rita Skoda-Földes2Research Group of Organic Synthesis and Catalysis, University of Pannonia, Egyetem u. 10, 8200 Veszprém, HungaryResearch Group of Organic Synthesis and Catalysis, University of Pannonia, Egyetem u. 10, 8200 Veszprém, HungaryResearch Group of Organic Synthesis and Catalysis, University of Pannonia, Egyetem u. 10, 8200 Veszprém, HungaryUreido-heterocycles exhibiting different triple- and quadruple H-bonding patterns are useful building blocks in the construction of supramolecular polymers, self-healing materials, stimuli-responsive devices, catalysts and sensors. The heterocyclic group may provide hydrogen bond donor/acceptor sites to supplement those in the urea core, and they can also bind metals and can be modified by pH, redox reactions or irradiation. In the present review, the main structural features of these derivatives are discussed, including the effect of tautomerization and conformational isomerism on self-assembly and complex formation. Some examples of their use as building blocks in different molecular architectures and supramolecular polymers, with special emphasis on biomedical applications, are presented. The role of the heterocyclic functionality in catalytic and sensory applications is also outlined.https://www.mdpi.com/1420-3049/28/23/7757ureido-heterocyclesH-bondingself-assemblycomplexationsupramolecular polymersanion sensing
spellingShingle Soma J. Keszei
Márk Váradi
Rita Skoda-Földes
Urea-Functionalized Heterocycles: Structure, Hydrogen Bonding and Applications
Molecules
ureido-heterocycles
H-bonding
self-assembly
complexation
supramolecular polymers
anion sensing
title Urea-Functionalized Heterocycles: Structure, Hydrogen Bonding and Applications
title_full Urea-Functionalized Heterocycles: Structure, Hydrogen Bonding and Applications
title_fullStr Urea-Functionalized Heterocycles: Structure, Hydrogen Bonding and Applications
title_full_unstemmed Urea-Functionalized Heterocycles: Structure, Hydrogen Bonding and Applications
title_short Urea-Functionalized Heterocycles: Structure, Hydrogen Bonding and Applications
title_sort urea functionalized heterocycles structure hydrogen bonding and applications
topic ureido-heterocycles
H-bonding
self-assembly
complexation
supramolecular polymers
anion sensing
url https://www.mdpi.com/1420-3049/28/23/7757
work_keys_str_mv AT somajkeszei ureafunctionalizedheterocyclesstructurehydrogenbondingandapplications
AT markvaradi ureafunctionalizedheterocyclesstructurehydrogenbondingandapplications
AT ritaskodafoldes ureafunctionalizedheterocyclesstructurehydrogenbondingandapplications