- Molecular Face-Rotating Cube with Emergent Chiral and Fluorescence Properties
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Chiral cage compounds are mainly constructed from chiral precursors or based on the symmetry breaking during coordination-driven self-assembly. Herein, we present a strategy to construct chiral organic cages by restricting the P or M rotational configuration of tetraphenylethylene (TPE) faces through dynamic covalent chemistry. The combination of graph theory, experimental characterizations and theoretical calculations suggests emergent chirality of cages is originated from complex arrangements of TPE faces with different orientational and rotational configurations. Accompanied by the generation of chirality, strong fluorescence also emerged during cage formation, even in dilute solutions with various solvents. In addition, the circularly polarized luminescence of the cages is realized as a synergy of their dual chiral and fluorescence properties. Chirality and fluorescence of cages are remarkably stable, because intramolecular flipping of phenyl rings in TPE faces is restricted, as indicated by calculations. This study provides insight into construct chiral cages by the rational design through graph theory, and might facilitate further design of cages and other supramolecular assemblies from aggregation-induced emission active building blocks.
- Qu, Hang,Wang, Yu,Li, Zhihao,Wang, Xinchang,Fang, Hongxun,Tian, Zhongqun,Cao, Xiaoyu
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- A highly selective TPE-based AIE fluorescent probe is developed for the detection of Ag+
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The detection of Ag+ in the environment is very important to determine the level of pollution from silver complexes, which have caused various human health problems. Herein, an aggregation-induced emission (AIE) chromophore (tetraphenylethane,
- Lu, Zhixiang,Liu, Yunming,Lu, Shuhan,Li, Yuan,Liu, Xiaolan,Qin, Yu,Zheng, Liyan
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- Generation of Multicomponent Molecular Cages using Simultaneous Dynamic Covalent Reactions
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Cage compounds are very attractive structures for a wide range of applications and there is ongoing interest in finding effective ways to access such kinds of complex structures, particularly those possessing dynamic adaptive features. Here we report the accessible synthesis of new type of organic cage architectures, possessing two different dynamic bonds within one structure: hydrazones and disulfides. Implementation of three distinct functional groups (thiols, aldehydes and hydrazides) in the structure of two simple building blocks resulted in their spontaneous and selective self-assembly into aromatic cage-type architectures. These organic cages contain up to ten components linked together by twelve reversible covalent bonds. The advantage provided by the presented approach is that these cage structures can adaptively self-sort from a complex virtual mixture of polymers or macrocycles and that dynamic covalent chemistry enables their deliberate disassembly through controlled component exchange.
- Dro?d?, Wojciech,Bouillon, Camille,Kotras, Clément,Richeter, Sébastien,Barboiu, Mihail,Clément, Sébastien,Stefankiewicz, Artur R.,Ulrich, Sébastien
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- Divergent and Stereoselective Synthesis of Tetraarylethylenes from Vinylboronates
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The synthesis of a new tetraborylethylene (TBE) is reported, and its application in the preparation of [4+0]-tetraarylethenes (TAEs) is elucidated. TAEs have widespread applications in material science and supramolecular chemistry due to their aggregation-induced emission (AIE) properties. The divergent and stereoselective synthesis of [3+1]-, [2+2]-, and [2+1+1]-TAEs via multiple couplings of vinylboronates with aryl bromides is demonstrated. These couplings feature a broad substrate scope and excellent functional group compatibility due to mild reaction conditions. Facile access to various tetraarylethenes is provided. This strategy represents an important complement to the conventional methods employed for the synthesis of TAEs, and would be a valuable tool for synthesizing TAE-based molecules useful in functional materials, biological imaging and chemical sensing.
- Stang, Peter J.,Yao, Yisen,Zhang, Minghao,Zhao, Wanxiang
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supporting information
p. 20090 - 20098
(2020/09/02)
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- Photoinduced crystallization isoquinoline salt compound, preparation method and application thereof, and preparation method of nanocrystal
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The invention belongs to the technical field of photoresponse materials, and discloses a photoinduced crystallization isoquinoline salt compound, a preparation method and application thereof, and a preparation method of nanocrystals, and the preparation m
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Paragraph 0068; 0072; 0074
(2020/12/30)
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- Reticular Synthesis of Multinary Covalent Organic Frameworks
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Hexagonal hexaminophenyl benzene, tetragonal tetrakis(4-aminophenyl) ethane, and trigonal 1,3,5-tris(p-formylphenyl)benzene were all joined together by imine linkages to yield a 2D porous covalent organic framework with unprecedented tth topology, termed
- Zhang, Bing,Mao, Haiyan,Matheu, Roc,Reimer, Jeffrey A.,Alshmimri, Sultan A.,Alshihri, Saeed,Yaghi, Omar M.
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p. 11420 - 11424
(2019/08/20)
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- 1, 1, 2, 2 - Tetraborate ethylene, and preparation method and application thereof (by machine translation)
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The invention discloses 1, 1, 2, 2 - tetraborate ethylene and a preparation method and application, 1, 1, 2, 2 - tetraborate ethylene, and the structural formula thereof is: Where. 1, 1, 2, 2 - Tetraborate ethylene and halogenated aromatic hydrocarbon are
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Paragraph 0057-0061
(2019/10/01)
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- MULTIPLY CHARGED ANIONS FROM MOLECULES WITH EXTENDED Π-SYTEMS
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Multiply charged anions have been prepared by alkali metal reduction of molecules built from benzene rings joined by vinylene groups.Thus, a tetra(stilbenyl)ethylene can be reduced to an octaanion and a 8>paracyclophaneoctaene to three differ
- Schenk, Rainer,Muellen, Klaus,Wennerstroem, Olof
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p. 7367 - 7370
(2007/10/02)
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