Multistate Circularly Polarized Luminescence Switching through Stimuli‐Induced Co‐Conformation Regulations of Pyrene‐Functionalized Topologically Chiral [2]Catenane

Wang, Yu; Gong, Jiacheng; Wang, Xianwei; Li, Wei‐Jian; Wang, Xu‐Qing; He, Xiao; Wang, Wei; Yang, Hai‐Bo

doi:10.1002/ange.202210542

Cited by 8 publications

(1 citation statement)

References 116 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Now that all of the mechanical stereogenic units of simple [2]catenanes and [2]rotaxanes have been delineated and concepts developed to allow their stereoselective synthesis, − ,− , it is reasonable to propose that, 62 years after such systems were first discussed, we have finally reached the end of the beginning of the study of mechanical stereochemistry. Such molecules have already been used as the basis of molecular machines, enantioselective sensors and catalysts, and chiroptical switches, work which will only accelerate as methods to synthesize them improve. Moreover, we suggest it is time now to set our sights beyond these simple structures and develop methodologies for the systematic synthesis of structures whose stereochemistry arises due to the presence of additional crossing points or larger numbers of interlocked components so that the potential benefits of such architectures can also be explored.…”

Section: Discussionmentioning

confidence: 99%

The Final Stereogenic Unit of [2]Rotaxanes: Type 2 Geometric Isomers

Savoini,

Gallagher,

Saady

et al. 2024

J. Am. Chem. Soc.

View full text Add to dashboard Cite

Mechanical stereochemistry arises when the interlocking of stereochemically trivial covalent subcomponents results in a stereochemically complex object. Although this general concept was identified in 1961, the stereochemical description of these molecules is still under development to the extent that new forms of mechanical stereochemistry are still being identified. Here, we present a simple analysis of rotaxane and catenane stereochemistry that allowed us to identify the final missing simple mechanical stereogenic unit, an overlooked form of rotaxane geometric isomerism, and demonstrate its stereoselective synthesis.

show abstract

Section: Discussionmentioning

confidence: 99%

The Final Stereogenic Unit of [2]Rotaxanes: Type 2 Geometric Isomers

Savoini,

Gallagher,

Saady

et al. 2024

J. Am. Chem. Soc.

View full text Add to dashboard Cite

show abstract

Tunable Nano‐Bending Structures of Loosened/Tightened Lassos with Bi‐Stable Vibration‐Induced Emissions for Multi‐Manipulations of White‐Light Emissions and Sensor Applications

Trung,

Chiu,

Cuc

et al. 2024

Advanced Materials

View full text Add to dashboard Cite

The first tunable nano‐bending structures of [1]rotaxane containing a single‐fluorophoric N,N′‐diphenyl‐dihydrodibenzo[a,c]phenazine (DPAC) moiety (i.e., [1]RA) is developed as a loosened lasso structure to feature the bright white‐light emission [CIE (0.27, 0.33), Φ = 21.2%] in THF solution, where bi‐stable states of bending and twisted structures of DPAC unit in [1]RA with cyan and orange emissions at 480 and 600 nm, respectively. With acid/base controls, tunable loosened/tightened nano‐loops of corresponding [1]rotaxanes (i.e., [1]RA/[1]RB) can be achieved via the shuttling of macrocycles reversibly, and thus to adjust their respective white‐light/cyan emissions, where the cyan emission of [1]RB is obtained due to the largest conformational constraint of DPAC moiety in its bending form of [1]RB with a tightened lasso structure. Additionally, the non‐interlocked analogue M‐Boc only shows the orange emission, revealing the twisted form of DPAC fluorophore in M‐Boc without any conformational constraint. Moreover, the utilization of solvents (with different viscosities and polarities), temperatures, and water fractions could serve as effective tools to adjust the bi‐stable vibration‐induced emission (VIE) colors of [1]rotaxanes. Finally, tuning ratiometric emission colors of adaptive conformations of DPAC moieties by altering nano‐bending structures in [1]rotaxanes and external stimuli can be further developed as intelligent temperature and viscosity sensor materials.This article is protected by copyright. All rights reserved

show abstract

Multistate Structural Switching of [3]Catenanes with Cyclic Porphyrin Dimers by Complexation with Amine Ligands

2023

View full text Add to dashboard Cite

Catenanes with multistate switchable properties are promising components for next-generation molecular machines and supramolecular materials. Herein, we report a ligand-controlled switching method, a novel method for the multistate switching of catenanes controlled by complexation with added amine ligands. To verify this method, a [3]catenane comprising cyclic porphyrin dimers with a rigid π-system has been synthesized. Owing to the rigidity, the relative positions among the cyclic components of the [3]catenane can be precisely controlled by complexation with various amine ligands. Moreover, ligand-controlled multistate switching affects the optical properties of the [3]catenanes: the emission intensity can be tuned by modulating the sizes and coordination numbers of integrated amine ligands. This work shows the utility of using organic ligands for the structural switching of catenanes, and will contribute to the further development of multistate switchable mechanically interlocked molecules.

show abstract

Multistate Circularly Polarized Luminescence Switching through Stimuli‐Induced Co‐Conformation Regulations of Pyrene‐Functionalized Topologically Chiral [2]Catenane

Cited by 8 publications

References 116 publications

The Final Stereogenic Unit of [2]Rotaxanes: Type 2 Geometric Isomers

The Final Stereogenic Unit of [2]Rotaxanes: Type 2 Geometric Isomers

Tunable Nano‐Bending Structures of Loosened/Tightened Lassos with Bi‐Stable Vibration‐Induced Emissions for Multi‐Manipulations of White‐Light Emissions and Sensor Applications

Multistate Structural Switching of [3]Catenanes with Cyclic Porphyrin Dimers by Complexation with Amine Ligands

Contact Info

Product

Resources

About