Light-regulating chirality of metallacages featuring dithienylethene switches

Guo, Shanshan; Li, Mengqi; Hu, Honglong; Xu, Ting; Xi, Hancheng; Zhu, Weihong

doi:10.1039/d3sc00828b

Cited by 12 publications

(1 citation statement)

References 62 publications

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“…Recently, the group of Zhu utilised the aldehyde‐functionalised diarylethene building block in combination with enantiomers of a chiral amine to generate building block 47 (Figure 13), which could form chiral metal‐organic cages with Zn 2+ ions [68] . S,S‐ o‐ 47 , which consisted of an achiral diarylethene unit and two chiral amine units, led to the formation of the corresponding metal‐organic cage S ‐[Zn 2 (o‐ 47 ) 3 ] 4+ , as confirmed by 1 H NMR spectroscopy, while the utilisation of S,S ‐c‐ 47 led to a complex mixture of different products, as the closed diarylethene units were chiral themselves.…”

Section: Photoswitchable Frameworkmentioning

confidence: 99%

Photoresponsive Supramolecular Cages and Macrocycles

Nieland,

Voss,

Schmidt

2023

ChemPlusChem

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The utilisation of light to achieve precise manipulation and control over the structure and function of supramolecular assemblies has emerged as a highly promising approach in the development of complex, configurable, or multifunctional systems and nanoscopic machine‐like entities. In this minireview, we highlight recent examples of self‐assembled and covalently bound cages and macrocycles with a focus on the external and internal functionalisation of a structure with a photoswitchable unit or the embedment of a photoswitch into the framework of a structure. Functionalising the interior or exterior of a supramolecular cage or macrocycle with a photoresponsive group enables control over different properties, such as guest binding or assembly in the solid‐state, while the overall shape of the assembly often undergoes no significant change. By directly integrating a photoswitchable unit into the framework of a supramolecular structure, the isomerisation can either induce a geometry change, the disassembly, or the disassembly and reassembly of the structure. Historical and recent examples covered in this review are based on azobenzene, diarylethene, stilbene photoswitches, or alkene motors that were incorporated into macrocycles and cages constructed by metal‐organic, dynamic covalent, or covalent bonds.

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Section: Photoswitchable Frameworkmentioning

confidence: 99%

Photoresponsive Supramolecular Cages and Macrocycles

Nieland,

Voss,

Schmidt

2023

ChemPlusChem

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A Photolockable Polyaromatic Capsule Designed via Regiochemical Substitution

Catti,

Yasugami,

Aoyama

et al. 2024

Chemistry A European J

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Photocontrol over host frameworks is an elegant way to manipulate host‐guest composites, yet the majority of previous systems suffer from long irradiation time and narrow guest scope, and are restricted to intramolecular photoreactions in organic solvents. Herein we present a photolockable polyaromatic capsule with improved guest binding abilities in water. The capsule assembles from bent amphiphiles featuring two 2‐subsutituted anthracene panels, which shows high stability against dilution and undergoes intermolecular [4+4] photo‐oligomerization upon short light irradiation (<10 min). The photolocked capsule provides a roughly spherical framework, with an average, core diameter of ~3 nm, composed of amphiphilic oligomers (e.g., trimer). The new capsule shows improved host ability (up to 10‐fold) in water toward various hydrophobic compounds (e.g., organic and metal‐complex dyes), as compared with an analogous, non‐photolockable capsule with 9‐subsutituted anthracene panels. In addition, the resultant dye‐loaded capsules are also successfully photolocked via short irradiation with high retention of the bound dyes.

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