Structure, Assembly, and Function of (Latent)-Chiral AIEgens

Feng, Hai-Tao; Liu, Chenchen; Li, Qiyao; Zhang, Haoke; Lam, Jacky W. Y.; Tang, Ben Zhong

doi:10.1021/acsmaterialslett.9b00116

Cited by 79 publications

(48 citation statements)

References 69 publications

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“…Stereogenic centers and chiral additives are usually necessary to induce an asymmetric arrangement of molecules to form helical assemblies. However, at the aggregate level, the achiral AIEgen itself can even form helical assemblies without incorporating any chiral additives or external stimuli . For example, in TPE crystals, the four phenyl peripheries can rotate in clockwise or anticlockwise directions to form M or P configurations, respectively, to achieve the transformation from achiral to chiral (Figure a,b) .…”

Section: Aie and The Research Branchesmentioning

confidence: 99%

Aggregation‐Induced Emission: New Vistas at the Aggregate Level

et al. 2020

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Aggregation‐induced emission (AIE) describes a photophysical phenomenon in which molecular aggregates exhibit stronger emission than the single molecules. Over the course of the last 20 years, AIE research has made great strides in material development, mechanistic study and high‐tech applications. The achievements of AIE research demonstrate that molecular aggregates show many properties and functions that are absent in molecular species. In this review, we summarize the advances in the field of AIE and its related areas. We specifically focus on the new properties of materials attained by molecular aggregates beyond the microscopic molecular level. We hope this review will inspire more research into molecular ensembles at and beyond the meso level and lead to the significant progress in material and biological science.

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Section: Aie and The Research Branchesmentioning

confidence: 99%

Aggregation‐Induced Emission: New Vistas at the Aggregate Level

et al. 2020

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“…[125][126][127] Tetraphenylethylene (TPE) is one of the most studied AIEgens and its isolated molecules are achiral because of the free rotation of the four phenyl rings, as reflected by the silent CD signal of its solution. [128][129][130] However, in 2011, Zhang et al observed a pair of inverse CD spectra from two TPE crystals ( Figure 5). [131] Crystallographic analysis proved that these two crystals, namely, M-TPE and P-TPE, were enantiomorphs.…”

Section: Static Aggregatesmentioning

confidence: 99%

Aggregate Science: From Structures to Properties

et al. 2020

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Molecular science entails the study of structures and properties of materials at the level of single molecules or small interacting complexes of molecules. Moving beyond single molecules and well‐defined complexes, aggregates (i.e., irregular clusters of many molecules) serve as a particularly useful form of materials that often display modified or wholly new properties compared to their molecular components. Some unique structures and phenomena such as polymorphic aggregates, aggregation‐induced symmetry breaking, and cluster excitons are only identified in aggregates, as a few examples of their exotic features. Here, by virtue of the flourishing research on aggregation‐induced emission, the concept of “aggregate science” is put forward to fill the gaps between molecules and aggregates. Structures and properties on the aggregate scale are also systematically summarized. The structure–property relationships established for aggregates are expected to contribute to new materials and technological development. Ultimately, aggregate science may become an interdisciplinary research field and serves as a general platform for academic research.

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“…The pyrene-modified CPP had both cyclic and planar π-conjugated structures in its structure, and tetraphenylethene (TPE)-functionalized CPP was incorporated with both cyclic and nonplanar structures, whereas carboxyl-modified CPP possessed both hydrophilic and hydrophobic moieties in the molecule. 38,39 These CPPs are referred to as [8]CPP, [8]CPPpyrene, [8]CPP-TPE, and [8]CPP-COOH, respectively.…”

Section: Resultsmentioning

confidence: 99%

Self-Assembly of Crystalline Vesicles from Nonplanar π-Conjugated Nanocycles

Tang

Qiao

et al. 2021

CCS Chem

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There is a great demand for self-assembled carbon nanomaterials because of their importance in optoelectronics, biomaterials, and so forth. Herein, we report a novel type of self-assembled, nanoscale, crystalline vesicle from nonplanar π-conjugated nanocycles. We designed four different structural [8]cycloparaphenylenes ([8]CPPs) molecules and demonstrated that these nonplanar π-conjugated CPP nanocycles could self-assemble into multilamellar, crystalline vesicles in tetrahydrofuran (THF)/H 2 O mixed solvent. The critical driving force for the assembly of nanoscale CPP vesicles is crystallization and π-π interaction of nonplanar, nanocyclic molecules. The size of CPP vesicles could be regulated by changing water content, temperature, and concentration in solution. Our data demonstrate that these π-conjugated nanocycle-based vesicles show a remarkable ability to enter cells in an energy-or temperature-independent manner and kill cancer cells. When the side groups of the CPP molecule were changed, the CPP vesicles showed a large difference in the cytotoxicity, and two CPP vesicles could effectively kill cancer cells as well as first-class antitumor agents.

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Structure, Assembly, and Function of (Latent)-Chiral AIEgens

Cited by 79 publications

References 69 publications

Aggregation‐Induced Emission: New Vistas at the Aggregate Level

Aggregation‐Induced Emission: New Vistas at the Aggregate Level

Aggregate Science: From Structures to Properties

Self-Assembly of Crystalline Vesicles from Nonplanar π-Conjugated Nanocycles

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