Emerging Cubic Chirality in γCD‐MOF for Fabricating Circularly Polarized Luminescent Crystalline Materials and the Size Effect

Hu, Liangyu; Li, Kun; Shang, Weili; Zhu, Xuefeng; Liu, Minghua

doi:10.1002/ange.202000589

Cited by 34 publications

(15 citation statements)

References 74 publications

(6 reference statements)

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“…The synthesis of 16‐2‐16 gemini tartrate was performed as previously reported 16,19 starting from N , N , N ′, N′ ‐tetramethylethylenediamine and 1‐bromohexadecane then exchanging the bromide counterion to acetate using silver acetate then to enantiopure tartrate using tartaric acid. The powder of 16‐2‐16 gemini tartrate was dissolved into water at 70°C (1 mM) then aged for 4 days at 20°C typical used quantities are 20 mg of powder for 28 ml of ultrapure water.…”

Section: Methodsmentioning

confidence: 99%

“…Chiral ions or ionic molecules are attractive owing to their asymmetric catalytic activity, 1–4 enantioselectivity, 5 or their chiroptical properties 6,7 . Chiral co‐crystallization, 8 chiral molecular assemblies, 9–15 or confinement of achiral ions in chiral cyclodextrins 16 can be used to induce chiroptical properties to achiral ions or molecules and/or enhancing chiral signals with promising advantages such as (1) tunability of the chiral properties, (2) versatility of choices of chromophores (molecules, ions particles, etc. ), and (3) transparency of solutions in the UV–vis region due to the nanometric size of the assemblies.…”

Section: Introductionmentioning

confidence: 99%

“…We also show how these anions influence the organization of the surrounding molecular assemblies. We show that this approach can be used for luminescent molecules such as pyrene, perylene, and porphyrin ( TPPS ) 16 derivatives in order to induce circularly polarized luminescence from the confined achiral anionic fluorophores, in particular through excimer formation in some cases.…”

Section: Introductionmentioning

confidence: 99%

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Chirality induction to achiral molecules by silica‐coated chiral molecular assemblies

et al. 2021

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Section: Methodsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Chirality induction to achiral molecules by silica‐coated chiral molecular assemblies

et al. 2021

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“…[ 94 ] Recently, Zhu and co‐workers also constructed crystalline materials based on γ‐CD‐MOF with circularly polarized luminescence (CPL). [ 95 ] Intriguingly, different CPL effects were observed when different guest luminophores were added as the γ‐CD‐MOF is capable of selectively encapsulating guest molecules owing to the size‐dependent host–guest property.…”

Section: Supramolecular Macrocycle‐guided Assembly Via Host–guest Intmentioning

confidence: 99%

Nanomaterials with Supramolecular Assembly Based on AIE Luminogens for Theranostic Applications

et al. 2020

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health concerns across the world. [1] Particularly significant is the effort directed toward the treatment of cancer, which has remained as one of the leading causes of rapidly growing morbidity and mortality rates for centuries. Among a number of significant advances achieved in this domain, cancer theranostics is one such advancement that allows the ingenious integration of accurate diagnosis with therapeutic intervention in a single formulation within spatial colocalization. This phenomenon has captivated the interest of researchers for the evaluation of the potential in fundamental studies and clinical application, [2] primarily due to the attribution of various intrinsic advantages to theranostics, including maximized therapeutic efficacy, optimized drug safety, and improved pharmacokinetics. [3] Notably, in comparison with the conventional therapeutic methods for cancers such as surgical removal, chemotherapy, and radiotherapy, [4] theranostics involves some burgeoning therapeutic strategies including photothermal therapy (PTT), [5] photodynamic therapy (PDT), [6] and gene therapy. It has become one of the most intensive areas of research during recent years due to high efficiency, minimal side effects, excellent tumor suppression, and non-invasive conversion. One of the major pursuits of biomedical science is to develop advanced strategies for theranostics, which is expected to be an effective approach for achieving the transition from conventional medicine to precision medicine. Supramolecular assembly can serve as a powerful tool in the development of nanotheranostics with accurate imaging of tumors and real-time monitoring of the therapeutic process upon the incorporation of aggregation-induced emission (AIE) ability. AIE luminogens (AIEgens) will not only enable fluorescence imaging but will also aid in improving the efficacy of therapies. Furthermore, the fluorescent signals and therapeutic performance of these nanomaterials can be manipulated precisely owing to the reversible and stimuli-responsive characteristics of the supramolecular systems. Inspired by rapid advances in this field, recent research conducted on nanotheranostics with the AIE effect based on supramolecular assembly is summarized. Here, three representative strategies for supramolecular nanomaterials are presented as follows: a) supramolecular self-assembly of AIEgens, b) the loading of AIEgens within nanocarriers with supramolecular assembly, and c) supramolecular macrocycle-guided assembly via host-guest interactions. Meanwhile, the diverse applications of such nanomaterials in diagnostics and therapeutics have also been discussed in detail. Finally, the challenges of this field are listed in this review.

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“…Supramolecular systems with CPL require highly harmonical integration between emissive and chiral components. TPE as a classic AIE luminogen has been used to fabricate CPL materials through covalent, [103][104][105][106][107] noncovalent, 125 or coordinated 49 approaches. In this case, the TPE-based cage possesses both excellent emission (Φ F ≈ 27% in water) 81 based on its AIE property and the adaptive chirality based on the chirality transfer from the guest to the cage, as a result of which, the CPL property of this H-G complex is turned on.…”

Section: Chiroptical Propertiesmentioning

confidence: 99%

Adaptive Chirality of an Achiral Cage: Chirality Transfer, Induction, and Circularly Polarized Luminescence through Aqueous Host–Guest Complexation

Lin

Duan

et al. 2021

CCS Chem

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Chirality transfer, induction, and circularly polarized luminescence (CPL) using supramolecular hosts, such as macrocycles and cages, have been explored for wide-ranging applications in chiral recognition, sensing, catalysis, and chiroptical functional materials. Herein, we report the adaptive chirality of an achiral tetraphenylethene (TPE)-based octacationic cage (1) induced by binding with enantiopure deoxynucleotides (A, T, C, and G) through host-guest (H-G) complexation inwater. The hydrophobic cavity of the cage efficiently stabilizes the hydrogen-bonded dimerization of deoxynucleotides (A 2 , T 2 , C 2 , and G 2 ) to form H-G complexes in 1∶2 ratios. Given the photophysical properties and dynamic rotational conformation of the TPE units of the cage, cage⊃ deoxynucleotide complexes exhibited excellent chiroptical properties based on chirality transfer and induction from the chiral guest to the achiral host. For this supramolecular system, the cage showed a unique adaptive chirality of the double clockwise-typed (PP) rotational conformation of the two TPE units, which was induced by chiral guests (e.g., A 2 , T 2 , C 2 , and G 2 ) through H-G complexation in water. Furthermore, the adaptive chirality of the cage⊃deoxynucleotide complexes successfully induced CPL signals in homogeneous aqueous solutions. This study provides insights for the construction of adaptive chirality from an achiral TPE-based octacationic cage with dynamic conformational nature, and might facilitate further design of chiral functional materials for several applications, such as chiral recognition, sensing, displays, catalysis, and other chiral fluorescent supramolecular systems based on aqueous H-G complexation.

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Emerging Cubic Chirality in γCD‐MOF for Fabricating Circularly Polarized Luminescent Crystalline Materials and the Size Effect

Cited by 34 publications

References 74 publications

Chirality induction to achiral molecules by silica‐coated chiral molecular assemblies

Chirality induction to achiral molecules by silica‐coated chiral molecular assemblies

Nanomaterials with Supramolecular Assembly Based on AIE Luminogens for Theranostic Applications

Adaptive Chirality of an Achiral Cage: Chirality Transfer, Induction, and Circularly Polarized Luminescence through Aqueous Host–Guest Complexation

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