Article
Biochemical Research Methods
Xueqin Wei, Jiecheng Ji, Yongxin Nie, Liangjian Tang, Ming Rao, Xiaoqian Wang, Wanhua Wu, Dan Su, Zhihui Zhong, Cheng Yang
Summary: Photochemical methods are increasingly used in organic synthesis, with supramolecular strategies playing a promising role in controlling stereochemistry in chiral photoreactions.
Cyclodextrin derivatives are widely applied chiral hosts for mediating photoreactions, leading to enhanced enantioselectivity.
The protocol for chiral photoreactions includes preparation of derivatives, host-guest inclusion behavior studies, operation of the photoreaction, and chiral HPLC analyses, resulting in excellent regio- and enantioselectivities.
Article
Nanoscience & Nanotechnology
Ming Rao, Chunying Fan, Jiecheng Ji, Wenting Liang, Lingling Wei, Dongjing Zhang, Zhiqiang Yan, Wanhua Wu, Cheng Yang
Summary: This study demonstrates chiral photocatalysis based on fluorescence resonance energy transfer (FRET). By using CD-modified UCNP as the photosensitizer, the photosubstrates can be selectively sensitized in the UV wavelength region. Even in the presence of a catalytic amount of the photocatalyst, good enantioselectivity of the photoproducts can be obtained, and the photocatalyst can be reused.
ACS APPLIED MATERIALS & INTERFACES
(2022)
Article
Chemistry, Inorganic & Nuclear
Weibin Yu, Feng-Yi Qiu, Shi-Ting Luo, Hua-Tian Shi, Guozan Yuan, Xianwen Wei
Summary: Researchers have successfully constructed a triply interlocked [2]catenane with confirmed solid-state structure and solution properties, showing potential applications in drug delivery systems.
INORGANIC CHEMISTRY FRONTIERS
(2021)
Article
Chemistry, Applied
Ramon de la Serna, Joaquin Perez-Pariente, Luis Gomez-Hortigueela
Summary: In this study, the asymmetric catalytic activity of GTM-3 chiral zeolite in the ring-opening reaction of trans-stilbene oxide using alcohols as nucleophiles was systematically explored. The results showed that a proper chiral host-guest size match is crucial for the chiral manifestation of the zeolite catalyst. Additionally, secondary alcohols with larger size exhibited higher enantioselectivity than their linear counterparts. Furthermore, variation of reaction conditions, such as the concentration of the epoxide and reaction temperature, could greatly influence the enantioselectivity and selectivity of the reaction.
Article
Chemistry, Multidisciplinary
Miriam Colaco, Patricia Maximo, A. Jorge Parola, Nuno Basilio
Summary: The study focuses on the kinetics of a water-soluble host-guest system based on cucurbit[8]uril and two DTE photoswitches, demonstrating a method to control the binding kinetics in supramolecular systems using external stimuli. By modifying the structure of the DTE guest molecule, it is possible to significantly slow down the formation/dissociation rates of pseudorotaxane structures, leading to the emergence of a competitive metastable product with important impact on the overall binding kinetics. Additionally, the dissociation kinetics of the host-guest system can be controlled by approximately 100-fold by switching between closed and open DTE isomers.
CHEMISTRY-A EUROPEAN JOURNAL
(2021)
Article
Chemistry, Multidisciplinary
Elad Goren, Mark A. Iron, Yael Diskin-Posner, Alla Falkovich, Liat Avram, Amnon Bar-Shir
Summary: Metal-capped molecular hosts with paramagnetic properties have been shown to be convenient for studying host-guest complexes in supramolecular systems using NMR spectroscopy. The paraGEST method, which utilizes paramagnetic guest exchange saturation transfer, allows for enhanced spectral resolution and the identification of different populations of host-guest complexes. This method is particularly useful for systems containing lanthanide-capped cyclodextrins, as it reveals multiple co-existing populations of complexes with different orientations of the guest molecules.
Article
Chemistry, Multidisciplinary
Elad Goren, Mark A. Iron, Yael Diskin-Posner, Alla Falkovich, Liat Avram, Amnon Bar-Shir
Summary: Metal-capped molecular hosts with paramagnetic properties can be used to study host-guest complexes and improve spectral resolution. The paraGEST method reveals different populations of complexes in a solution and allows for the identification of multiple co-existing populations of Ln-beta-CD-guest complexes.
Article
Chemistry, Multidisciplinary
Dan-Ni Yan, Li-Xuan Cai, Shao-Jun Hu, Yan-Fang Zhou, Li-Peng Zhou, Qing-Fu Sun
Summary: The adaptive self-assembly and host-guest catalysis of a new water-soluble organo-palladium host are reported. The host undergoes conformational changes upon guest binding, allowing for efficient and selective catalysis.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Chemistry, Organic
Jiadong Tang, Can Chen, Tao Hong, Zibin Zhang, Chunsong Xie, Shijun Li
Summary: Supramolecular asymmetric catalysis is an important field that combines supramolecular chemistry and asymmetric catalysis. By utilizing crown ether-based host-guest chemistry and chiral phosphoric acid, the catalytic reaction can be regulated, leading to improved yield and enantioselectivity of the catalyst.
Article
Chemistry, Physical
Shijie Sun, Baijin Li, Wei Xiong, Boyu Fu, Yong Zhang, Zilin Ruan, Lei Gao, Xiaoqing Zuo, Jianchen Lu, Jinming Cai
Summary: Supramolecular self-assembly is a feasible approach for nanopatterning and functionality, and selective adsorption at the molecular scale is crucial for both fundamental and practical applications. A controllable method for fabricating distorted Kagome-like networks by coupling molecular functional groups and substrate atoms was demonstrated. A chiral Kagome-like network was constructed using precursor molecules and scanning tunneling microscopy combined with density functional theory was used to examine the assembly mechanisms and cavity characteristics. The efficient template properties of Kagome-like networks for regulating the adsorption configuration of C60 were also explored.
APPLIED SURFACE SCIENCE
(2023)
Article
Chemistry, Multidisciplinary
Nobuharu Iwasawa, Kosuke Ono
Summary: By utilizing the dynamic nature of boronic ester formation, a variety of unique boron-containing 3D structures were successfully constructed, revealing characteristic features of the system. The synthesized boronates were further explored for their functions in host-guest chemistry, kinetic connection, characteristic dynamic behaviors, and supramolecular catalysis.
Article
Chemistry, Multidisciplinary
Pengfu Gao, Kun Zhang, Dandan Ren, Hui Liu, Huiju Zhang, Hongru Fu, Lufang Ma, Dongsheng Li
Summary: Exploiting chirality transfer and amplification in hierarchical chiral systems remains a challenge. In this study, a pair of homochiral MOFs DCF-12 and LCF-12 were synthesized, which can act as nano-containers for introducing chromophores. The precise single crystal structures of all guest-loaded MOFs were obtained, revealing chirality transfer and achieving circularly polarized luminescence.
ADVANCED FUNCTIONAL MATERIALS
(2023)
Article
Chemistry, Multidisciplinary
Jaewook Kim, Jungwoo Hong, Mi Jeong Park, Hee-Seung Lee
Summary: This groundbreaking research uncovers an approach for crafting chiral channels in metal-peptide networks (MPNs). The strategic integration of foldamer ligands and CuI clusters allows precise, atomic-level modifications. The technique expedites enantiomer discrimination in mixtures and prompts adaptable molecules to adopt specific chiral forms. It promises the potential for multifunctional materials useful in catalysis, drug delivery, and sensing technologies.
ADVANCED MATERIALS
(2023)
Article
Chemistry, Multidisciplinary
Jieyu Zheng, Larissa K. S. von Krbek, Tanya K. Ronson, Jonathan R. Nitschke
Summary: Spin-crossover (SCO) metal-organic cages have the potential to be used as magnetic sensors and switches. Variations in the donor strength of heterocyclic aldehyde subcomponents in imine-based ligands can tune the ligand field for a Fe-II center, resulting in diverse SCO behaviors in the cages. The tetrahedral SCO cage built from 1-methyl-1H-imidazole-2-carbaldehyde can encapsulate various guests and stabilize different cage spin states depending on guest size. The SCO tetrahedron also exhibits different affinities for guests in different spin states, which is attributed to subtle structural differences caused by the change in the metal center spin state.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Review
Chemistry, Inorganic & Nuclear
Shunsuke Ohtani, Kenichi Kato, Shixin Fa, Tomoki Ogoshi
Summary: Pillar[n]arenes, a new type of pillar-shaped host molecule, exhibit versatile and unique host-guest behaviors in host-guest chemistry. Solid-state host-guest complexation offers advantages such as cavity-size dependency, efficient complexation, and easy isolation and reuse. This review discusses recent developments in solid-state host-guest complexation using crystalline pillar[n]arenes, networks containing pillar[n]arenes, pillar[n]arene-assembled surfaces, and solid-state organic polymers.
COORDINATION CHEMISTRY REVIEWS
(2022)
Article
Chemistry, Organic
Pengyue Jin, Yanqin Rong, Wenting Liang, Xiaotong Liang, Runhua Lu, Wuanhua Wu, Min Gou, Yueqin Tang, Cheng Yang, Yoshihisa Inoue
Summary: Catalytic enantiodifferentiating photoisomerization of cyclooctene can be achieved by sensitization with regioisomeric beta-cyclodextrins under specific solvent conditions, resulting in high enantioselectivities.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Multidisciplinary
Jiecheng Ji, Xueqin Wei, Wanhua Wu, Chunying Fan, Dayang Zhou, Kuppusamy Kanagaraj, Guo Cheng, Kui Luo, Xiang-Guang Meng, Cheng Yang
Summary: This study reports a self-inhibition phenomenon during the supramolecular chirality induction, memory, erasure, and inversion processes of pillar[5]arene (P[5]) derivatives. The addition of chiral alanine ethyl ester led to time-dependent chirality induction, and more chiral inducers resulted in more intensive final chiroptical properties but lower chiral induction rates.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2022)
Article
Nanoscience & Nanotechnology
Ming Rao, Chunying Fan, Jiecheng Ji, Wenting Liang, Lingling Wei, Dongjing Zhang, Zhiqiang Yan, Wanhua Wu, Cheng Yang
Summary: This study demonstrates chiral photocatalysis based on fluorescence resonance energy transfer (FRET). By using CD-modified UCNP as the photosensitizer, the photosubstrates can be selectively sensitized in the UV wavelength region. Even in the presence of a catalytic amount of the photocatalyst, good enantioselectivity of the photoproducts can be obtained, and the photocatalyst can be reused.
ACS APPLIED MATERIALS & INTERFACES
(2022)
Article
Chemistry, Multidisciplinary
Fanrui Gao, Xingke Yu, Ling Liu, Jinlei Chen, Yongjun Lv, Ting Zhao, Jiecheng Ji, Jiabin Yao, Wanhua Wu, Cheng Yang
Summary: In this study, pillar[5]arene-based molecular universal joints (MUJs) were synthesized and enantio-differentiated. The MUJs with fused crown ether subring showed significant chiral inversion upon the addition of sodium cations, while the MUJ2 with alkyl subring showed no chiral inversions. It was found that the sodium ion triggered rolling-in motion of the subring to the pillar[5]arene cavity, and the stabilized self-included conformers were attributed to the synergistic noncovalent interaction of cation-pi interactions and C -H...pi interactions. The addition of MeOH or competitive hosts disassembled the complex and triggered reversible chiroptical switching.
CHINESE CHEMICAL LETTERS
(2023)
Review
Chemistry, Multidisciplinary
Jiecheng Ji, Xueqin Wei, Wanhua Wu, Cheng Yang
Summary: Recent research has shown that the supramolecular strategy can control the stereochemical outcomes of asymmetric photoreactions by using strong and long-lasting noncovalent interactions at both ground and excited states. The chiral hosts/assemblies provide a chiral environment for transferring chirality to the photosubstrates, and the supramolecular complexation can manipulate the orientation and conformation of the photosubstrates to ensure the desired stereoselective photochemical conversion.
ACCOUNTS OF CHEMICAL RESEARCH
(2023)
Article
Chemistry, Multidisciplinary
Ting Zhao, Jigao Yi, Chunhong Liu, Xiaotong Liang, Yanling Shen, Lingling Wei, Xiangyu Xie, Wanhua Wu, Cheng Yang
Summary: The aggregation of perylene diimide tethered pillar[5]arene derivatives in non-polar solvents induces chirality transfer upon complexation with cationic amino acid ethyl ester, resulting in intense circular dichroism signals. The chiral induction shows a threshold dose effect, only occurring above a certain concentration of the amino acid ester. The inhibition of conformational interconversion in the aggregates plays a crucial role in this threshold effect.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Materials Science, Multidisciplinary
Sijia Zhu, Lingling Wei, Yujiao Sun, Cheng Yang, Wanhua Wu
Summary: In this study, a double-beam synergistically controlled triplet-triplet annihilation upconversion (TTA-UC) system was developed, which could increase the UC emission intensity by more than 6-fold using the thermal lensing effect of a near-infrared (NIR)-absorbing solution. The collimation effect of a divergent 532 nm laser beam achieved through the concave lens effect significantly increased the excitation power density of the UC system, leading to the increment of UC emission intensity. The ON/OFF ratio of the TTA-UC switching could be conveniently regulated by the output power of either the 532 nm laser or 721 nm laser, as well as the concentration and compounds of the photothermal lens effect solution. The visible/NIR stimuli-responsive TTA-UC system was applied to photolithography to increase both the speed and depth of the photo printing.
ADVANCED OPTICAL MATERIALS
(2023)
Article
Chemistry, Multidisciplinary
Lingling Wei, Cheng Yang, Wanhua Wu
Summary: Spatially confined photoexcitation is essential for achieving high spatial resolution in stereolithography and 3D printing. Photon upconversion technology provides the possibilities for localized excitation due to its nonlinear optical characteristics. Three different upconversion technologies have been used to assist the photopolymerization process. This review summarizes the progress of stereolithographic 3D printing enabled by two-photon absorption, upconversion nanoparticles, and triplet-triplet annihilation.
CURRENT OPINION IN GREEN AND SUSTAINABLE CHEMISTRY
(2023)
Review
Chemistry, Multidisciplinary
Lingling Wei, Cheng Yang, Wanhua Wu
Summary: Triplet-triplet annihilation upconversion (TTA-UC) is a technique that converts low-energy photons to high-energy photons with an incoherent light source, which has great potential in improving the efficiency of solar-powered devices. Achieving efficient TTA-UC in the solvent-free solid state is challenging due to the poor exciton diffusion, hindering exciton encounter and the TTA process. However, recent research progress has shown the possibility of achieving high quantum yield in solid-state UC emission, particularly in solvent-free solid materials.
MATERIALS CHEMISTRY FRONTIERS
(2023)
Article
Chemistry, Physical
Pengyue Jin, Wenting Liang, Yanqin Rong, Wuanhua Wu, Min Gou, Yueqin Tang, Cheng Yang
Summary: A series of aniline-based macrocycles (An[2]s) were synthesized and found to have remarkable iodine uptake capacities and fast adsorption kinetics. A new mechanism called reverse dissolution was proposed based on the high iodine-loading capacities and phase transition properties. The adsorbed iodine could be easily released, while maintaining high capture performance after multiple cycles.
JOURNAL OF MATERIALS CHEMISTRY A
(2023)
Article
Chemistry, Physical
Yanqin Rong, Ran Liu, Pengyue Jin, Chunhong Liu, Xiaoqian Wang, Lizhi Fang, Long Chen, Wanhua Wu, Cheng Yang
Summary: A series of cyclodextrin dimers bridged by 1,4,5,8-naphthalenediimide (NDI) were synthesized. Irradiation of these dimers led to a color change, which could be reversed by oxygen. A supramolecular hydrogel was formed by introducing a tetraammonium axle into the polyacrylamide sidechain and mixing with 6-NDI-CD and cucurbit[6]uril. The hydrogel displayed excellent ductility and energy dissipation ability.
JOURNAL OF MATERIALS CHEMISTRY A
(2023)
Review
Chemistry, Multidisciplinary
Ting Zhao, Wanhua Wu, Cheng Yang
Summary: Studies on various macrocyclic arenes have gained increasing attention due to their simple synthesis, easy derivatization, and unique complexation properties. These macrocyclic arenes possess a pair of enantiomeric planar chiral conformations, and interconversion between them can be achieved through the flipping of ring units. The introduction of bulky substituents, rotaxanation, or pseudocatenation can lock the planar chirality, enabling the enantiomeric separation of chiral structures. These macrocyclic arenes demonstrate intriguing chiral induction dynamics and kinetics, making them significant in chiral induction/regulation, chiral sensing, molecular machines, molecular recognition, and assembly.
CHEMICAL COMMUNICATIONS
(2023)
Article
Chemistry, Multidisciplinary
Xiaotong Liang, Yanling Shen, Dayang Zhou, Jiecheng Ji, Hongtao Wang, Ting Zhao, Tadashi Mori, Wanhua Wu, Cheng Yang
Summary: The complexation of prism[5]arenes with amino acid derivatives showed high association constants, significant circular dichroism (CD) and circularly polarized luminescence (CPL). The absolute configuration-CD signal correlation was established. The CD spectra varied significantly with the substituents on the prism[5]arenes.
CHEMICAL COMMUNICATIONS
(2022)
Article
Chemistry, Multidisciplinary
Lingling Wei, Chunying Fan, Ming Rao, Fanrui Gao, Cheng He, Yujiao Sun, Sijia Zhu, Qiuhui He, Cheng Yang, Wanhua Wu
Summary: This article reports on an organic-inorganic hybrid nanocomposite that can serve as a solid-state matrix for highly efficient UC emission without the need for protective atmosphere.
MATERIALS HORIZONS
(2022)
Article
Chemistry, Inorganic & Nuclear
Xingke Yu, Fanrui Gao, Weiyi Zhao, Hongxia Lai, Lingling Wei, Cheng Yang, Wanhua Wu
Summary: In this study, two novel ruthenium bis-terpyridine complexes conjugated with visible-light-harvesting bodipy chromophores were synthesized. These complexes exhibited strong absorption of visible light and efficient population of the intraligand triplet state. Compared to traditional ruthenium terpyridine complexes, the luminescence lifetimes of these complexes were significantly prolonged, making them promising candidates for triplet sensitizers.
DALTON TRANSACTIONS
(2022)
