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Facile syntheses of [3]-, [4]- and [6]catenanes templated by orthogonal supramolecular interactions

A water soluble [6]catenane consisting of two interlocking [3]catenanes was synthesised in 91% yield using readily accessible precursors. The new strategy features the simultaneous use of orthogonal Cu(+)–phenanthroline and CB[6]–ammonium interactions for preorganising the precursors and the efficie...

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Autores principales: Wang, Kai, Yee, Chi-Chung, Au-Yeung, Ho Yu
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Royal Society of Chemistry 2016
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5477039/
https://www.ncbi.nlm.nih.gov/pubmed/28660056
http://dx.doi.org/10.1039/c5sc04774a
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author Wang, Kai
Yee, Chi-Chung
Au-Yeung, Ho Yu
author_facet Wang, Kai
Yee, Chi-Chung
Au-Yeung, Ho Yu
author_sort Wang, Kai
collection PubMed
description A water soluble [6]catenane consisting of two interlocking [3]catenanes was synthesised in 91% yield using readily accessible precursors. The new strategy features the simultaneous use of orthogonal Cu(+)–phenanthroline and CB[6]–ammonium interactions for preorganising the precursors and the efficient CB[6]-catalysed azide–alkyne cycloaddition as bond forming reactions for ring closing, resulting in high structural complexity and fidelity of the products without compromising interlocking efficiency. A related [4]catenane with three different types of macrocycles was also obtained in good yield.
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spelling pubmed-54770392017-06-28 Facile syntheses of [3]-, [4]- and [6]catenanes templated by orthogonal supramolecular interactions Wang, Kai Yee, Chi-Chung Au-Yeung, Ho Yu Chem Sci Chemistry A water soluble [6]catenane consisting of two interlocking [3]catenanes was synthesised in 91% yield using readily accessible precursors. The new strategy features the simultaneous use of orthogonal Cu(+)–phenanthroline and CB[6]–ammonium interactions for preorganising the precursors and the efficient CB[6]-catalysed azide–alkyne cycloaddition as bond forming reactions for ring closing, resulting in high structural complexity and fidelity of the products without compromising interlocking efficiency. A related [4]catenane with three different types of macrocycles was also obtained in good yield. Royal Society of Chemistry 2016-04-01 2016-01-15 /pmc/articles/PMC5477039/ /pubmed/28660056 http://dx.doi.org/10.1039/c5sc04774a Text en This journal is © The Royal Society of Chemistry 2016 http://creativecommons.org/licenses/by-nc/3.0/ This article is freely available. This article is licensed under a Creative Commons Attribution Non Commercial 3.0 Unported Licence (CC BY-NC 3.0)
spellingShingle Chemistry
Wang, Kai
Yee, Chi-Chung
Au-Yeung, Ho Yu
Facile syntheses of [3]-, [4]- and [6]catenanes templated by orthogonal supramolecular interactions
title Facile syntheses of [3]-, [4]- and [6]catenanes templated by orthogonal supramolecular interactions
title_full Facile syntheses of [3]-, [4]- and [6]catenanes templated by orthogonal supramolecular interactions
title_fullStr Facile syntheses of [3]-, [4]- and [6]catenanes templated by orthogonal supramolecular interactions
title_full_unstemmed Facile syntheses of [3]-, [4]- and [6]catenanes templated by orthogonal supramolecular interactions
title_short Facile syntheses of [3]-, [4]- and [6]catenanes templated by orthogonal supramolecular interactions
title_sort facile syntheses of [3]-, [4]- and [6]catenanes templated by orthogonal supramolecular interactions
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5477039/
https://www.ncbi.nlm.nih.gov/pubmed/28660056
http://dx.doi.org/10.1039/c5sc04774a
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