Cation-induced molecular motion of spring-like [2]catenanes

Leontiev, Alexandre V.; Serpell, Christopher J.; White, Nicholas G.; Beer, Paul D.

doi:10.1039/c1sc00034a

Cited by 34 publications

(20 citation statements)

References 36 publications

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“…Beer and co-workers have also used chloride templated synthesis to prepare heteroditopic [2]catenanes 111 and 112. 67 These catenanes contain a calix [4]diquinone unit able to bind cations, as well as an anion binding site used for templation. The chloride complexed catenanes obtained during synthesis were characterised by 1 H NMR, COSY, HSQC and ESI-MS spectroscopy and X-ray diffraction and showed that both catenanes adopt the same conformation, indicating that the benzyl group does not cause rotation of the pyridinium in the calix [4]diquinone cavity and does not affect the anion binding site.…”

Section: Self-assembled and Anion Templated Molecular Architecturesmentioning

confidence: 99%

Anion receptor chemistry: highlights from 2011 and 2012

et al. 2014

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Section: Self-assembled and Anion Templated Molecular Architecturesmentioning

confidence: 99%

Anion receptor chemistry: highlights from 2011 and 2012

et al. 2014

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“…These events can be reversed by precipitation of Ba II as BaSO 4 , thus leading to the description of this motion as being 20 "spring-like" (Figure 48). 114…”

Section: Fig 47mentioning

confidence: 99%

Progress in the synthesis and exploitation of catenanes since the Millennium

2014

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Catenanes - molecules consisting of interlocked macrocyclic rings - have been prepared by templation strategies for some thirty years. The utilization of Cu(I) cation, aromatic donor-acceptor interactions and hydrogen bonding assisted self-assembly strategies has led to the construction of numerous examples of these aesthetically pleasing species. This review seeks to discuss key developments in the synthesis and functional application of catenanes that have occurred since the Millennium. The much expanded range of metal cation templates; the genesis and growth of anion templation, as well as the use of alternative supramolecular interactions (halogen bonding and radical templation) and thermodynamically controlled reactions to synthesize catenanes are detailed. The class of catenanes that may be described as "molecular machines" are then highlighted and to conclude, attempts to fabricate catenanes onto surfaces and into metal organic frameworks (MOFs) are discussed.

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“…Organic salts have advantages for the design of solid-state emitters because the photophysical properties could be tuned by both their cation and anion constituents3637383940414243. The cationic fluorogens are usually designed with complex and flexible structures to against the strong dipole-dipole interactions, which open the non-radiation decay channels and thus quench the solid-state luminescence.…”

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Anion-controlled dimer distance induced unique solid-state fluorescence of cyano substituted styrene pyridinium

Zhang

Kong

et al. 2016

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Molecular packing arrangements play a key role in dominating the photophysical properties of luminophores in aggregated state but fine control of the molecular packing is a great challenge. This article describes a unique cyano substituted styrene pyridinium with interesting solid-state fluorescence that can be finely tuned by simple change of counteranions. The dilute solutions of the organic salts (PyCl, PyNO3, PyOTs and PyPh4B) exhibit very weak fluorescence. The crystals of the organic salts (PyCl, PyNO3, and PyOTs) show much enhanced fluorescence compared with their dilute solutions. It is interesting that the emissions changed from bluish-green to deep-blue and fluorescence quantum yields increase from 2.5% to 13.1% with the increasing of steric hindrance of the anions from chloridion, nitrate, to p-toluenesulfonate. Crystal and DFT studies reveal that the enhanced fluorescence is ascribed to the formation of dimers and bigger anions induce larger molecular separation in dimers. Tetraphenylboron anion with very large steric hindrance impedes the formation of dimers and thus results in non-fluorescent salt (PyPh4B). Meanwhile, this unique dimeric packing endows the crystal of PyNO3 with anisotropic fluorescence.

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Cation-induced molecular motion of spring-like [2]catenanes

Cited by 34 publications

References 36 publications

Anion receptor chemistry: highlights from 2011 and 2012

Anion receptor chemistry: highlights from 2011 and 2012

Progress in the synthesis and exploitation of catenanes since the Millennium

Anion-controlled dimer distance induced unique solid-state fluorescence of cyano substituted styrene pyridinium

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