Ground- and excited-state dynamic control of an anion receptor by hydrostatic pressure

Kinoshita, Tomokazu; Haketa, Yohei; Maeda, Hiromitsu; Fukuhara, Gaku

doi:10.1039/d1sc00664a

Cited by 12 publications

(13 citation statements)

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“…As listed in Table S1 in the ESI,† the calculated shifts as a function of hydrostatic pressure ranged from −0.658 to −0.760 cm −1 MPa −1 for absorption and from −0.775 to −1.129 cm −1 MPa −1 for fluorescence, respectively. These slopes are almost equal to those observed in the previous reports, 37–45 indicating that the pressure-dependent spectra of HA s turned out to behave like common π-chromophores.…”

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“…Nevertheless, study on hydrostatic pressure effects in homogeneous solutions is a quite old topic, and ground-state equilibria and excited-state rates upon hydrostatic pressurization have been investigated for a long while since the early 1960s, 21–34 provided that the high-pressure solid chemistry using diamond anvil cells 35,36 is excluded herein. In fact, we have also revealed that the luminescent characters of mechanophores/fluorophores/chromophores, 37–41 solvatochromism of Reichardt's dye, 42 and chiroptical properties of chiral materials 43–45 are controllable by hydrostatic pressure. In particular, the tetraphenylethylene-tethered polymers showed ratiometric fluorescence responses against hydrostatic pressure parameters.…”

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A pressure-induced ratiometric signalling chemosensor: a case of helical anthracenes

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A pressure-induced ratiometric signalling chemosensor: a case of helical anthracenes

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“… Ground- and excited-state dynamic control of an anion receptor by hydrostatic pressureKinoshitaT.HaketaY.MaedaH.FukuharaG. Kinoshita, T. Haketa, Y. Maeda, H. Fukuhara, G. 10.1039/D1SC00664AChem. Sci.20211266916698 …”

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Solution-State Hydrostatic Pressure Chemistry: Application to Molecular, Supramolecular, Polymer, and Biological Systems

Mizuno

Fukuhara

2022

Acc. Chem. Res.

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Metrics & MoreArticle Recommendations CONSPECTUS: Pressure (P), as one of the most inherent state quantities, has become an academic subject of study and has attracted attention for a long time for the minute control of reaction equilibria and rates, not only in the gas phase, based on the gas state equation, but also in the solution state. In the latter case, the pressure applied to the solutions is classified as hydrostatic pressure, which is a type of isotropic mechanical force. For instance, deep-sea organisms are exposed to hydrostatic pressure environments of up to 100 MPa, implying that hydrostatic pressurization plays a role in homeostatic functions at physiological levels.The pressure control of such complicated biological behavior can be addressed by thermodynamics or kinetics. In fact, the spontaneity (ΔG) of a reaction that is governed by weak interactions (approximately 10 kcal/mol), such as electrostatic, van der Waals, hydrophobic, hydrogen bonding, and π−π stacking, is determined by the exquisite balance of enthalpy (ΔH) and entropy changes (ΔS), in accordance with the fundamental thermodynamic equation ΔG = ΔH − TΔS. The mutually correlated ΔH−ΔS relationship is known as the enthalpy−entropy compensation law, in which a more negative enthalpic change (more exothermic) causes further entropic loss based on a more negative entropy change. Namely, changing the temperature (T) as the state quantity, except for P, is highly likely to be equal to controlling the entropy term. The solution-state entropy term is relatively vague, mainly based on solvation, and thus unpredictable, even using high-cost quantum mechanical calculations because of the vast number of solvation molecules. Hence, such entropy control is not always feasible and must be demonstrated on a trial-and-error basis. Furthermore, the above-mentioned equation can be rearranged as ΔG = ΔF + PΔV, enabling us to control solution-state reactions by simply changing P as hydrostatic pressure based on the volume change (ΔV). The volume term is strongly relevant to conformational changes, solvation changes, and molecular recognition upon complexation and thus is relatively predictable, that is, volumetrically compact or not, compared to the complicated entropy term. These extrathermodynamic and kinetic observations prompted us to use hydrostatic pressure as a controlling factor over a long period. Hydrostatic pressure chemistry in the solution phase has developed over the past six decades and then converged and passed the fields of mechanochemistry and mechanobiology, which are new but challenging and current hot topics in multidisciplinary science. In this Account, we fully summarize our achievements in solution-state hydrostatic pressure chemistry for smart/functional molecular, supramolecular, polymer, and biological systems. We hope that the phenomena, mechanistic outcomes, and methodologies that we introduced herein for hydrostatic-pressure-controlling dynamics can provide guidance for both theoretical and experimental chemists working in su...

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“…[3][4][5][6] Pioneering work from Lehn and co-workers showed temperature-dependent single-double helix switching based on oligoamides while retaining their lehanded helical sense. 7 Other external stimuli, e.g., solvent, 8-10 light, [11][12][13][14][15] and guest molecules [16][17][18][19][20] have also been shown to regulate single-double helix switching. However, most of these studies have focused on the interconversion between single and double helical forms, and controlling changes in the helical sense along with these processes remains a challenge.…”

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“…7 Other external stimuli, e.g. , solvent, 8–10 light, 11–15 and guest molecules 16–20 have also been shown to regulate single–double helix switching. However, most of these studies have focused on the interconversion between single and double helical forms, and controlling changes in the helical sense along with these processes remains a challenge.…”

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confidence: 99%

Anion-coordination-driven single–double helix switching and chiroptical molecular switching based on oligoureas

Kou

Liang

et al. 2022

Chem. Sci.

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Ground- and excited-state dynamic control of an anion receptor by hydrostatic pressure

Abstract: Hydrostatic pressure can control interactions of chiral countercations with helical receptors containing anions, causing remarkable chiroptical changes.

Cited by 12 publications

References 78 publications

A pressure-induced ratiometric signalling chemosensor: a case of helical anthracenes

A pressure-induced ratiometric signalling chemosensor: a case of helical anthracenes

Solution-State Hydrostatic Pressure Chemistry: Application to Molecular, Supramolecular, Polymer, and Biological Systems

Anion-coordination-driven single–double helix switching and chiroptical molecular switching based on oligoureas

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