Hydrogen‐Bonded Macrocyclic Supramolecular Systems in Solution and on Surfaces
Cyclization into closed assemblies is the most recurrent approach to realize the noncovalent synthesis of discrete, well‐defined nanostructures. This review article particularly focuses on the noncovalent synthesis of monocyclic hydrogen‐bonded systems that are self‐assembled from a single molecule...
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John Wiley and Sons Inc.
2015
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| Online Access: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4906493/ |
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pubmed-49064932016-06-15 Hydrogen‐Bonded Macrocyclic Supramolecular Systems in Solution and on Surfaces Mayoral, María J. Bilbao, Nerea González‐Rodríguez, David Reviews Cyclization into closed assemblies is the most recurrent approach to realize the noncovalent synthesis of discrete, well‐defined nanostructures. This review article particularly focuses on the noncovalent synthesis of monocyclic hydrogen‐bonded systems that are self‐assembled from a single molecule with two binding‐sites. Taking advantage of intramolecular binding events, which are favored with respect to intermolecular binding in solution, can afford quantitative amounts of a given supramolecular species under thermodynamic control. The size of the assembly depends on geometric issues such as the monomer structure and the directionality of the binding interaction, whereas the fidelity achieved relies largely on structural preorganization, low degrees of conformational flexibility, and templating effects. Here, we discuss several examples described in the literature in which cycles of different sizes, from dimers to hexamers, are studied by diverse solution or surface characterization techniques. John Wiley and Sons Inc. 2015-10-22 /pmc/articles/PMC4906493/ /pubmed/27308207 http://dx.doi.org/10.1002/open.201500171 Text en © 2015 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA. This is an open access article under the terms of the Creative Commons Attribution‐NonCommercial‐NoDerivs (http://creativecommons.org/licenses/by-nc-nd/4.0/) License, which permits use and distribution in any medium, provided the original work is properly cited, the use is non‐commercial and no modifications or adaptations are made. |
| repository_type |
Open Access Journal |
| institution_category |
Foreign Institution |
| institution |
US National Center for Biotechnology Information |
| building |
NCBI PubMed |
| collection |
Online Access |
| language |
English |
| format |
Online |
| author |
Mayoral, María J. Bilbao, Nerea González‐Rodríguez, David |
| spellingShingle |
Mayoral, María J. Bilbao, Nerea González‐Rodríguez, David Hydrogen‐Bonded Macrocyclic Supramolecular Systems in Solution and on Surfaces |
| author_facet |
Mayoral, María J. Bilbao, Nerea González‐Rodríguez, David |
| author_sort |
Mayoral, María J. |
| title |
Hydrogen‐Bonded Macrocyclic Supramolecular Systems in Solution and on Surfaces |
| title_short |
Hydrogen‐Bonded Macrocyclic Supramolecular Systems in Solution and on Surfaces |
| title_full |
Hydrogen‐Bonded Macrocyclic Supramolecular Systems in Solution and on Surfaces |
| title_fullStr |
Hydrogen‐Bonded Macrocyclic Supramolecular Systems in Solution and on Surfaces |
| title_full_unstemmed |
Hydrogen‐Bonded Macrocyclic Supramolecular Systems in Solution and on Surfaces |
| title_sort |
hydrogen‐bonded macrocyclic supramolecular systems in solution and on surfaces |
| description |
Cyclization into closed assemblies is the most recurrent approach to realize the noncovalent synthesis of discrete, well‐defined nanostructures. This review article particularly focuses on the noncovalent synthesis of monocyclic hydrogen‐bonded systems that are self‐assembled from a single molecule with two binding‐sites. Taking advantage of intramolecular binding events, which are favored with respect to intermolecular binding in solution, can afford quantitative amounts of a given supramolecular species under thermodynamic control. The size of the assembly depends on geometric issues such as the monomer structure and the directionality of the binding interaction, whereas the fidelity achieved relies largely on structural preorganization, low degrees of conformational flexibility, and templating effects. Here, we discuss several examples described in the literature in which cycles of different sizes, from dimers to hexamers, are studied by diverse solution or surface characterization techniques. |
| publisher |
John Wiley and Sons Inc. |
| publishDate |
2015 |
| url |
https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4906493/ |
| _version_ |
1613594194628050944 |