Molecular switching involving metastable states: molecular thermal hysteresis and sensing of environmental changes by chiral helicene oligomeric foldamers

Shigeno, Masanori; Kushida, Yo; Yamaguchi, Masahiko

doi:10.1039/c5cc10379g

Cited by 52 publications

(71 citation statements)

References 82 publications

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“…Synthetic helical foldamers, which fold into a helical form from random coils spontaneously or in response to stimuli, have attracted attention for use as peptide mimetics, selective guest recognition, stimuli‐responsive supramolecules, and chiral recognition. For flexible foldamers, a helical conformation is not always favored because a decrease in flexibility can lead to entropy loss.…”

Section: Introductionmentioning

confidence: 99%

“…For flexible foldamers, a helical conformation is not always favored because a decrease in flexibility can lead to entropy loss. Thus, most arene‐based foldamers use enthalpically favorable interactions, such as hydrogen bonds, solvophobic effects, and guest binding in addition to π–π stacking to promote a helical conformation from a random coil. In this context, curved and rigid arene units would be promising candidates to construct entropically favorable helical foldamers with a minimal number of units and rotatable bonds per one turn compared with conventional multi‐unit type helical foldamers.…”

Section: Introductionmentioning

confidence: 99%

“…Synthetic helical foldamers, [1][2][3][4][5][6][7][8][9][10] which fold into ah elical form from random coils spontaneously or in response to stimuli, have attracted attentionf or use as peptidem imetics, selective guest recognition, stimuli-responsive supramolecules, and chiral recognition.F or flexible foldamers,ahelical conformation is not alwaysf avored because ad ecrease in flexibility can lead to entropyloss. Thus, mostarene-based foldamers use enthalpicallyf avorable interactions, such as hydrogen bonds, [3][4][5] solvophobic effects, [2,6,9] and guest binding [7,10] in addition to p-p stacking to promote ah elical conformation from a random coil. In this context, curved and rigid arene units [5] would be promising candidates to constructe ntropically favorable helical foldamers with am inimal number of units and rotatable bonds per one turn compared with conventionalm ultiunit type helical foldamers.…”

Section: Introductionmentioning

confidence: 99%

See 2 more Smart Citations

Fluorescent Short‐Stranded Helical Foldamers Based on L‐shaped Dibenzopyrrolo[1,2‐a][1,8]naphthyridine

Tateno

Ono

Kawai

2019

Chemistry A European J

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Helical structures were constructed by using π‐spacer‐bridged dimers of dibenzopyrrolo[1,2‐a][1,8]naphthyridine, which has a highly fluorescent L‐shaped π‐extended skeleton. Three dimers with biphenylene (dimer 1), phenanthrene (dimer 2), and m‐phenylene (dimer 3) spacers, as well as a fixed‐helical dimer 4 where two quinolone rings were covalently cross‐linked, were designed and prepared. 1H NMR and ROESY spectra revealed that dimers 1 and 2 adopted helical forms in solution, whereas dimer 3 did not. The helical conformation of 1 was strengthened by addition of either polar or nonpolar solvents to the chloroform solution, which suggested that π–π stacking was the main contributor to the stabilization of the helical structure. All of the dimers, including fixed‐helical dimer 4, emitted fluorescence with high quantum yields (ϕ=0.79–0.86).

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Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

See 1 more Smart Citation

Fluorescent Short‐Stranded Helical Foldamers Based on L‐shaped Dibenzopyrrolo[1,2‐a][1,8]naphthyridine

Tateno

Ono

Kawai

2019

Chemistry A European J

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“…Consequently, the symmetry breaking thereby takes place. The hysteresis, a nonequilibrium phenomenon obtained typically as the temperature of the system is varied, is one of the most interesting topics that have been studied in various fields such as the molecular switching using the spin crossover [121,122,123], the temperature driven metal-insulator transition in the solid-state devices [124,125] and the antifreeze proteins in the bionic systems [126,127]. The phenomenon of thermal hysteresis was also reported in the mean-field model [128], for which the closed hysteresis loop area (A) scales with the change rate of temperature R T as,…”

Section: Critical Slowing Downmentioning

confidence: 99%

Nonlinear, nonequilibrium and collective dynamics in a periodically modulated cold atom system

et al. 2017

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The physics of critical phenomena in a many-body system far from thermal equilibrium is an interesting and important issue to be addressed both experimentally and theoretically. The trapped cold atoms have been actively used as a clean and versatile simulator for classical and quantum-mechanical systems, deepening understanding of the many-body physics behind. Here we review the nonlinear and collective dynamics in a periodically modulated magneto-optically trapped cold atoms. By temporally modulating the intensity of the trapping lasers with the controlled phases, one can realize two kinds of nonlinear oscillators, the parametrically driven oscillator and the resonantly driven Duffing oscillator, which exhibit the dynamical bistable states. Cold atoms behave not only as the single-particle nonlinear oscillators, but also as the coupled oscillators by the light-induced inter-atomic interaction, which leads to the phase transitions far from equilibrium in a way similar to the phase transition in equilibrium.The parametrically driven cold atoms show the ideal mean-field symmetry-breaking transition, and the symmetry is broken with respect to time translation by the modulation period. Such a phase transition results from the cooperation and competition between the inter-particle interaction and the fluctuations, which lead to the nonlinear switching of atoms between the vibrational states, and the experimentally measured critical characteristics prove it as the ideal mean-field transition class. On the other hand, the resonantly driven cold atoms that possess the coexisting periodic attractors exhibit the kinetic phase transition analogous to the discontinuous gas-liquid phase transition in equilibrium, and interestingly the global interaction between atoms causes the shift of the phase-transition boundary. We demonstrate that the temporally driven cold atom system serves as a unique and controllable platform suitable for investigating the nonlinear dynamics of many-body cold atoms far from equilibrium and for relating the relevant dynamics to other domains of physics. The results presented in this article may be useful for * Corresponding author better understanding of the fundamentals of critical phenomena occurring in a many-body system far from thermal equilibrium, which still demands further studies both experimental and theoretical.

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“…1 Ölander discovered shape memory in AuCd alloys in 1932. 2 Since then shape memory has been observed in other alloys, in ceramics and in metals such as titanium.…”

mentioning

confidence: 99%

Complex Arrangement of Orthogonal Nanoscale Columns via a Supramolecular Orientational Memory Effect

Peterca¹,

Imam²,

Hudson

et al. 2016

ACS Nano

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Memory effects, including shape, chiral and liquid crystalline, have enabled macroscopic materials with novel functions. However, the generation of complex supramolecular nanosystems via memory effects has not yet been investigated. Here we report a cyclotriveratrylene-crown (CTV) compound that self-assembles into supramolecular columns and spheres forming respectively hexagonal and cubic mesophases. Upon transition from one phase to the other an epitaxial relationship holds, via an unprecedented supramolecular orientational memory effect. Specifically, the molecular orientation and columnar character of supramolecular packing is preserved in the cubic phase, providing an otherwise inaccessible structure comprising orthogonally oriented domains of supramolecular columns. The continuous columnar character of tetrahedrally distorted supramolecular spheres self-organized from the CTV derivative in the faces of the Pm3̅n lattice is the basis of this supramolecular orientational memory, which holds throughout cycling in temperature between the two phases. This concept is expected to be general for other combinations of periodic and quasiperiodic arrays generated from supramolecular spheres upon transition to supramolecular columns.

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Molecular switching involving metastable states: molecular thermal hysteresis and sensing of environmental changes by chiral helicene oligomeric foldamers

Cited by 52 publications

References 82 publications

Fluorescent Short‐Stranded Helical Foldamers Based on L‐shaped Dibenzopyrrolo[1,2‐a][1,8]naphthyridine

Fluorescent Short‐Stranded Helical Foldamers Based on L‐shaped Dibenzopyrrolo[1,2‐a][1,8]naphthyridine

Nonlinear, nonequilibrium and collective dynamics in a periodically modulated cold atom system

Complex Arrangement of Orthogonal Nanoscale Columns via a Supramolecular Orientational Memory Effect

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