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sites anchored at the calix[6]arene platform and its ability to behave as a wheel for pseudorotaxanes and rotaxanes remains unexplored. Figure 1. Schematic representation of the interwoven structures formed between tris- and bis-(N-phenylureido) calix[6]arene derivatives, TPU and DPU, respectively, and viologen salts.
Ion-pair recognition of metal salts by pillararenes has never been reported. This limits the further development and applications of pillararene supramolecular chemistry. Herein we report the first examples of pillararene-based metal ion-pair recognition. They are host–guest complexes between three peralkylated pillar[5]arenes and the silver salt …
Methoxy-prism[5]arene PrS[5]Me is demethylated by a supramolecularly assisted reaction. In the presence of a tetramethylammonium cation, PrS[5]Me is demethylated by BBr3 in high yield, while in its absence a 55/40 mixture of PrS[5]OH/PrS[6]OH is formed. The dealkylation of prismarenes, such as PrS[6]R (R = Et, nPr) and c-PrS[5]Me, can be easily …
In this work, we designed a new pillar[5]arene-based molecular machine responsive to the polarity of different solvents, which can exist in an interlocked structure in CDCl 3 and CD 3 OD, and can exist in an extended form in DMSO and was studied by 1 H and 2D NMR spectroscopy, HR(MS) and fluorescence spectroscopy.
A threading and stoppering approach has been taken to assemble the rotaxanes reported in this thesis. By doing so, the number of components required to synthesise a rotaxane is three: a pillar [5]arene macrocycle, an axle and a stopper group. By swapping out components, a toolkit can be adopted to fabricate rotaxanes in order to be ...
To investigate the dynamic stereochemical inversion behavior of pillar[5]arenes (P[5]s) in more detail, we synthesized a series of novel rim-differentiated P[5]s with various substituents and examined their rapid rotations by variable-temperature NMR (203–298 K). These studies revealed for the first time the barrier of "methyl-through-the-annulus" …
2D NOESY Studies. The formation of [1]rotaxane was then confirmed by 2D Nuclear Overhauser Effect Spectroscopy (NOESY). Here we also take P[5] 4 R as the model compound. As shown in Figure 2, the hydrogens of the alkyl chain on P[5] 4 R were close to the pillar[5]arene platform because H 1−4 showed strong correlation with H a and H b, …
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1 Introduction. Iptycenes are a class of aromatic compounds with arene units fused to bicyclo [2.2.2]octatriene bridgehead system. The first and simplest member of this family, triptycene was obtained by Bartlett et al. [ 1] in 1942. In the next 40 years, iptycene chemistry had not attracted much attention, and the studies almost focused on the ...
The development of an efficient synthetic route toward rim-differentiated C5-symmetric pillar[5]arenes (P[5]s), whose two rims are decorated with different chemical functionalities, opens up successive transformations of this macrocyclic scaffold. This paper describes a gram-scale synthesis of a C5-symmetric penta-hydroxy P[5] precursor, and a …
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Calixarenes represent a fascinating class of macrocycles with several applications in supramolecular chemistry such as synthetic receptors for ion recognition, prototypes of molecular machines and devices and catalysts. In this scenario, larger calix[6]- and calix[8]arenes represent a modular platform to build novel and more efficient …
Arene is built on the concept of kaizen, or continuous improvement. Rather than traditional linear development, the Arene platform is designed to make use of the latest iterative development methodologies. ... Woven Planet at NeurIPS Workshop on Machine Learning for Autonomous Driving. JUL 29, 2022 Blog. Using Neural Architecture Search to ...
Calixarenes represent a fascinating class of macrocycles with several applications in supramolecular chemistry such as synthetic receptors for ion recognition, prototypes of molecular machines and devices and catalysts. In this scenario, larger calix [6]- and calix [8]arenes represent a modular platform to build novel and more efficient ...
The 1 H NMR spectra gave the useful information about the interlocked molecular structures of the prepared pillar[5]arene-terpyridnes. In the 1 H NMR spectrum of pillar[5]arene-terpyridine 3a in CDCl 3, the methylene unit (OCH 2 CO) and ethylenediamido unit (NHCH 2 CH 2 NH) displayed normal absorptions in the range of 4.37-3.58 ppm. …
Permethylated pillar[5]arene 1 is soluble in organic solvents including chloroform, acetone, acetonitrile, THF, DMF and DMSO, whereas perhydroxylated pillar[5]arene 6 is soluble in acetone, acetonitrile, THF, methanol, DMF, DMSO and a basic aqueous solution. The deprotection of methoxy-substituents increases the polarity of …
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