Metal Actuated Ring Translocation Switches in Water

Yin, Hang; Rosas, Roselyne; Gigmès, Didier; Ouari, Olivier; Wang, Ruibing; Kermagoret, Anthony; Bardelang, David

doi:10.1021/acs.orglett.8b01019

Cited by 34 publications

(52 citation statements)

References 63 publications

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“…Furthermore, in contrast to other Q[ n ] homologues, Q[7] exhibits a relative high solubility in aqueous media. Recently, remarkable examples of controllable MIMs using the Q[7] as wheel component have been reported by several groups . For example, Kaifer and coworks reported the pH‐controlled and electrochemically switchable (pseudo)rotaxanes based on Q[7] .…”

Section: Figurementioning

confidence: 99%

pH‐Controlled Multiple Interconversion between Cucurbit[7]uril‐Based Molecular Shuttle, [3]Pseudorotaxane and [2]Pseudorotaxane

et al. 2019

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An axle molecule 1 2 + containing one viologen nucleus and two identical p-toluic acid sides was synthesized. The sequential binding of the Q[7] wheels to the 1 2 + axle leads to the formation of a molecular shuttle and then a homowheel, [3]pseudorotaxane. The [3]pseudorotaxane can reversibly transform to [2]pseudorotaxane by acid-base control. On the other hand, the initially formed molecular shuttle can also transform to [2]pseudorotaxane directly and reversibly under pH control. As a whole, a molecular shuttle and [3]/[2]pseudorotaxanes constructed a pH-controlled multiple interconvertible system.

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Section: Figurementioning

confidence: 99%

pH‐Controlled Multiple Interconversion between Cucurbit[7]uril‐Based Molecular Shuttle, [3]Pseudorotaxane and [2]Pseudorotaxane

et al. 2019

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“…As a matter of facts, the high affinity of CB[n]s (n = 7 or 8) for viologens dications and cation radicals has been extensively used over the past decades to devise a wide range of redox-or chemically-responsive rotaxane-like molecular systems [36,37]. More recently, viologen and cucurbiturils have also been considered as key building blocks in the development of various potentially responsive 2D/3D self-assembled structures [30,35,38,39], the underlying idea being that the dimensionality of the assemblies can be tuned with the number of viologens units available on each tectons.…”

Section: Introductionmentioning

confidence: 99%

Photo/redox-responsive 2D-Supramolecular assembly involving Cucurbit[8]uril and a star-shaped porphyrin tecton

Chowdhury

Nassar

Guy

et al. 2019

Electrochimica Acta

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The present paper reports on the formation and on the electrochemical/spectroscopic characterization of inclusion complexes formed in aqueous media between cucurbit[7 or 8]urils cavitands (CB[7], CB[8]) and a rigid four-pointed star-shaped viologen-appended porphyrin tecton. The formation of discrete 4:1 pseudo-rotaxane-like caviplexes, involving threading of CB[n] rings on the rigid viologen-based star's branches has been demonstrated by nuclear magnetic resonance and mass spectrometry measurements. Then, the photo-and redoxtriggered formation of 2D supramolecular assemblies involving CB[8]s and the four electron reduced tectons as key building elements, has been established on the ground of in-depth electrochemical and spectroscopic analyses supported by quantum calculations. The CB[8]promoted intermolecular -dimerization of the viologen cation radicals introduced at the meso positions of the porphyrin plateform has been brought to light through the diagnostic signatures of the 1:2 host-guest ternary caviplexes formed between viologen and CB[8] and by spectroscopic data collected after electrochemical, chemical or photochemical reduction of the viologen-based tectons. The CB[8] hosts not only proved useful to promote the redox-triggeredformation of supramolecular assemblies, it was also found to prevent the chemical reduction of the porphyrin ring in aqueous media and its subsequent conversion into phlorin products.

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“…1) could be organized with the right metal ion into 3D-MORF crystals, and show stimuli-responsive properties. Following initial work about silver 23 and pH 24 responsiveness of a CB [7]-viologen pseudo-rotaxane, we describe herein the preparation of Zn-based 3D-MORF crystals featuring CB [7] and rigid pillars derived from a viologen core (Fig. 1).…”

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confidence: 99%

A single-crystal-to-single-crystal transformation affording photochromic 3D MORF crystals

et al. 2019

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Metal Actuated Ring Translocation Switches in Water

Cited by 34 publications

References 63 publications

pH‐Controlled Multiple Interconversion between Cucurbit[7]uril‐Based Molecular Shuttle, [3]Pseudorotaxane and [2]Pseudorotaxane

pH‐Controlled Multiple Interconversion between Cucurbit[7]uril‐Based Molecular Shuttle, [3]Pseudorotaxane and [2]Pseudorotaxane

Photo/redox-responsive 2D-Supramolecular assembly involving Cucurbit[8]uril and a star-shaped porphyrin tecton

A single-crystal-to-single-crystal transformation affording photochromic 3D MORF crystals

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