Journal ArticleDOI
Monofunctionalized Pillar[5]arene as a Host for Alkanediamines
Nathan L. Strutt,Ross S. Forgan,Jason M. Spruell,Youssry Y. Botros,Youssry Y. Botros,Youssry Y. Botros,J. Fraser Stoddart +6 more
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TLDR
A synthetic route to monofunctional pillar[5]arenes has been developed, allowing for the creation of a fluorescent sensor for alkylamine binding and the proposed [2]pseudorotaxane nature of the superstructure of the 1:1 host-guest complexes is supported by the template-directed synthesis of a related rotaxane.Abstract:
Alkanediamines serve as neutral guests for the recently discovered host pillar[5]arene. The proposed [2]pseudorotaxane nature of the superstructure of the 1:1 host-guest complexes is supported by the template-directed synthesis of a related [2]rotaxane. A synthetic route to monofunctional pillar[5]arenes has also been developed, allowing for the creation of a fluorescent sensor for alkylamine binding. The precursors to this host could act as starting points for a large library of monofunctional pillar[5]arene macrocycles.read more
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Pillararenes, A New Class of Macrocycles for Supramolecular Chemistry
TL;DR: This Account provides a comprehensive overview of pillararene chemistry, summarizing the results along with related studies from other researchers, and describes strategies for the synthesis, isomerization, and functionalization of Pillararenes.
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Pillar-Shaped Macrocyclic Hosts Pillar[n]arenes: New Key Players for Supramolecular Chemistry
TL;DR: This Review has provided historical background to macrocyclic chemistry, followed by a detailed discussion of the fundamental properties of pillar[n]arenes, including their synthesis, structure, and host-guest properties.
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Supramolecular Amphiphiles Based on Host-Guest Molecular Recognition Motifs.
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Development of Pseudorotaxanes and Rotaxanes: From Synthesis to Stimuli-Responsive Motions to Applications
TL;DR: Stimuli-Responsive Motions to Applications Min Xue,† Yong Yang,‡ Xiaodong Chi,† Xuzhou Yan,† and Feihe Huang*,† are presented.
Journal ArticleDOI
Surveying macrocyclic chemistry: from flexible crown ethers to rigid cyclophanes
TL;DR: This Review surveys the recent developments of the chemistry of naturally occurring cyclodextrins, along with a variety of synthetic flexible and rigid macrocycles that have drawn their inspiration from Pedersen's ground-breaking discovery of crown ethers in the mid-1960s.
References
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A stepwise huisgen cycloaddition process: copper(I)-catalyzed regioselective "ligation" of azides and terminal alkynes.
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Peptidotriazoles on solid phase: [1,2,3]-triazoles by regiospecific copper(i)-catalyzed 1,3-dipolar cycloadditions of terminal alkynes to azides.
TL;DR: A novel regiospecific copper(I)-catalyzed 1,3-dipolar cycloaddition of terminal alkynes to azides on solid-phase is reported, and the X-ray structure of 2-azido-2-methylpropanoic acid has been solved, to yield structural information on the 1, 3-dipoles entering the reaction.
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Cu-catalyzed azide-alkyne cycloaddition.
TL;DR: The basis for the unique properties and rate enhancement for triazole formation under Cu(1) catalysis should be found in the high ∆G of the reaction in combination with the low character of polarity of the dipole of the noncatalyzed thermal reaction, which leads to a considerable activation barrier.
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Anion Recognition and Sensing: The State of the Art and Future Perspectives
Paul D. Beer,Philip A. Gale +1 more
TL;DR: Anion recognition chemistry has grown from its beginnings with positively charged ammonium cryptand receptors for halide binding to a plethora of charged and neutral, cyclic and acyclic, inorganic and organic supramolecular host systems for the selective complexation, detection, and separation of anionic guest species.