ACS Publications. Most Trusted. Most Cited. Most Read

OR SEARCH CITATIONS

My Activity
Publications
CONTENT TYPES

Figure 1Loading Img
Download Hi-Res ImageDownload to MS-PowerPointCite This:Acc. Chem. Res. 2019, 52, 8, 2392-2404
RETURN TO ISSUEPREVArticleNEXT

Bent Anthracene Dimers as Versatile Building Blocks for Supramolecular Capsules

Cite this: Acc. Chem. Res. 2019, 52, 8, 2392–2404
Publication Date (Web):July 26, 2019
https://doi.org/10.1021/acs.accounts.9b00301
Copyright © 2019 American Chemical Society
Request reuse permissions

    Article Views

    6100

    Altmetric

    -

    Citations

    172
    LEARN ABOUT THESE METRICS
    Read OnlinePDF (8 MB)
    Get e-Alerts
    SUBJECTS:

    Abstract

    Abstract Image
    Conspectus

    This Account provides a comprehensive summary of our 1-decade-long investigations into bent anthracene dimers as versatile building blocks for supramolecular capsules. The investigations initiated in 2008 with the design of an anthracene dimer with a meta-phenylene spacer bearing two substituents on the convex side. Using the bent polyaromatic building block, we began to develop novel supramolecular capsules from two different synthetic approaches. One is a coordination approach, which was pursued by converting the building block into a bent ligand with two pyridine units at the terminal positions. The ligands quantitatively assemble into an M2L4-type capsule through coordination bonding with metal ions. The other is a π-stacking approach, which was followed by utilizing the block as a bent amphiphilic molecule with two trimethylammonium groups at the spacer. In water, the amphiphiles spontaneously assemble into a micelle-type capsule through the hydrophobic effect and π-stacking interactions. Simple modification of the building block allowed us to prepare a wide variety of coordination capsules as well as π-stacking capsules, bearing different hydrophilic side-chains, terminal substitutions, connecting units, polyaromatic panels, or spacer units.

    The coordination capsule possesses a rigid cavity, with a diameter of ∼1 nm, surrounded by multiple anthracene panels. The spherical polyaromatic cavity binds various synthetic molecules (e.g., paracyclophanes, corannulene, BODIPY, and fullerene C60) in aqueous solutions. With the aid of the polyaromatic shell, photochemically and thermally reactive radical initiators and oligosulfurs are greatly stabilized in the cavity. Biomolecules such as hydrophilic sucrose and oligo(lactic acid)s as well as hydrophobic androgenic hormones are bound by the capsule with high selectivity. In addition, long amphiphilic poly(ethylene oxide)s are threaded into the closed shell of the capsule(s) to generate unusual pseudorotaxane-shaped host–guest complexes in water. In contrast, the π-stacking capsule furnishes a flexible cavity, adaptable to the size and shape of guest molecules, encircled by multiple anthracene panels. In water, the capsule binds hydrophobic fluorescent dyes (e.g., Nile red and DCM) in the cavity. Simple grinding of the bent amphiphile with highly hydrophobic nanocarbons such as fullerenes, nanographenes, and carbon nanotubes (followed by sonication) as well as metal-complexes such as Cu(II)-phthalocyanines and Mn(III)-tetraphenylporphyrins leads to the efficient formation of water-soluble host–guest complexes upon encapsulation. Red emission from otherwise water-deactivated Eu(III)-complexes is largely enhanced in water through encapsulation. Moreover, the incorporation of pH- and photoswitches into the amphiphile affords stimuli-responsive π-stacking capsules, capable of releasing bound guests by the addition of acid and light irradiation, respectively, in water.

    The host functions of the coordination and π-stacking capsules are complementary to each other, which enables selection of the capsule-type depending on the envisioned target. We are convinced that continued investigation of the present supramolecular capsules featuring the bent anthracene dimer and its derivatives will further increase their value as advanced molecular tools for synthetic, analytical, material, biological, and/or medical applications.

    Cited By

    This article is cited by 172 publications.

    1. Mayu Shuto, Ryuki Sumida, Mana Yuasa, Tomohisa Sawada, Michito Yoshizawa. A Closed Cavity Strategy for Selective Dipeptide Binding by a Polyaromatic Receptor in Water. JACS Au 2023, 3 (10) , 2905-2911. https://doi.org/10.1021/jacsau.3c00484
    2. Xiangquan Hu, Wenjuan Tian, Yuan Jiao, Steven P. Kelley, Ping Wang, Scott J. Dalgarno, David A. Atwood, Sisi Feng, Jerry L. Atwood. Redox-Controlled Self-Assembly of Vanadium-Seamed Hexameric Pyrogallol[4]Arene Nanocapsules. Journal of the American Chemical Society 2023, 145 (37) , 20375-20380. https://doi.org/10.1021/jacs.3c05448
    3. Manaswini Ray, Shobhana Krishnaswamy, Asit Kumar Pradhan, Dillip Kumar Chand. Radical Initiators in the Nanoconfinement Paradise of a Molecular Prism. Chemistry of Materials 2023, 35 (17) , 6702-6712. https://doi.org/10.1021/acs.chemmater.3c00749
    4. Phillip Damien E. Arche, Shubham Chatterjee, Md Muktadir Talukder, Justin T. Miller, John Michael O. Cue, Chinthaka M. Udamulle Gedara, Richard L. Lord, Michael C. Biewer, G. Andrés Cisneros, Mihaela C. Stefan. Regioselective Direct C–H Bond Heteroarylation of Thiazoles Enabled by an Iminopyridine-Based α-Diimine Nickel(II) Complex Evaluated by DFT Studies. The Journal of Organic Chemistry 2023, 88 (17) , 12319-12328. https://doi.org/10.1021/acs.joc.3c01021
    5. Pallab Bhandari, Partha Sarathi Mukherjee. Covalent Organic Cages in Catalysis. ACS Catalysis 2023, 13 (9) , 6126-6143. https://doi.org/10.1021/acscatal.3c01080
    6. Pei-Pei Jia, Yi-Xiong Hu, Zhi-Yong Peng, Bo Song, Zhi-Yong Zeng, Qing-Hui Ling, Xiaoli Zhao, Lin Xu, Hai-Bo Yang. Construction of an Artificial Light-Harvesting System with Efficient Photocatalytic Activity in an Aqueous Solution Based on a FRET-Featuring Metallacage. Inorganic Chemistry 2023, 62 (5) , 1950-1957. https://doi.org/10.1021/acs.inorgchem.2c01869
    7. Si-Yu Liu, Natsuki Kishida, Jinseok Kim, Norihito Fukui, Rie Haruki, Yasuhiro Niwa, Reiji Kumai, Dongho Kim, Michito Yoshizawa, Hiroshi Shinokubo. Realization of Stacked-Ring Aromaticity in a Water-Soluble Micellar Capsule. Journal of the American Chemical Society 2023, 145 (4) , 2135-2141. https://doi.org/10.1021/jacs.2c08795
    8. Shogo Matsubara, Yui Okamoto, Masaru Yoshikawa, Shinya Tsukiji, Masahiro Higuchi. A Peptide Nanocage Constructed by Self-Assembly of Oligoproline Conjugates. Bioconjugate Chemistry 2022, 33 (10) , 1785-1788. https://doi.org/10.1021/acs.bioconjchem.2c00290
    9. Li-Juan Wang, Sha Bai, Ying-Feng Han. Water-Soluble Self-Assembled Cage with Triangular Metal–Metal-Bonded Units Enabling the Sequential Selective Separation of Alkanes and Isomeric Molecules. Journal of the American Chemical Society 2022, 144 (35) , 16191-16198. https://doi.org/10.1021/jacs.2c07586
    10. Guanglu Wu, Fei Li, Bohan Tang, Xi Zhang. Molecular Engineering of Noncovalent Dimerization. Journal of the American Chemical Society 2022, 144 (33) , 14962-14975. https://doi.org/10.1021/jacs.2c02434
    11. John P. Carpenter, Tanya K. Ronson, Felix J. Rizzuto, Théophile Héliot, Peter Grice, Jonathan R. Nitschke. Incorporation of a Phosphino(pyridine) Subcomponent Enables the Formation of Cages with Homobimetallic and Heterobimetallic Vertices. Journal of the American Chemical Society 2022, 144 (19) , 8467-8473. https://doi.org/10.1021/jacs.2c02261
    12. Yu-Lin Lu, Jia-Qi Song, Yu-Han Qin, Jing Guo, Yin-Hui Huang, Xiao-Dong Zhang, Mei Pan, Cheng-Yong Su. A Redox-Active Supramolecular Fe4L6 Cage Based on Organic Vertices with Acid–Base-Dependent Charge Tunability for Dehydrogenation Catalysis. Journal of the American Chemical Society 2022, 144 (19) , 8778-8788. https://doi.org/10.1021/jacs.2c02692
    13. Jun Wang, Feng Wang, Qiangqiang Dong, Mingzhao Chen, Zhiyuan Jiang, He Zhao, Die Liu, Zhilong Jiang, Peiyang Su, Yiming Li, Qianqian Liu, Hui Liu, Pingshan Wang. Tetratopic Terpyridine Building Unit as a Precursor to Wheel-Like Metallo-Supramolecules. Inorganic Chemistry 2022, 61 (13) , 5343-5351. https://doi.org/10.1021/acs.inorgchem.2c00123
    14. Atul Kumar, Ranit Banerjee, Ennio Zangrando, Partha Sarathi Mukherjee. Solvent and Counteranion Assisted Dynamic Self-Assembly of Molecular Triangles and Tetrahedral Cages. Inorganic Chemistry 2022, 61 (4) , 2368-2377. https://doi.org/10.1021/acs.inorgchem.1c03797
    15. Prioti Choudhury Purba, Mangili Venkateswaralu, Soumalya Bhattacharyya, Partha Sarathi Mukherjee. Silver(I)–Carbene Bond-Directed Rigidification-Induced Emissive Metallacage for Picric Acid Detection. Inorganic Chemistry 2022, 61 (1) , 713-722. https://doi.org/10.1021/acs.inorgchem.1c03527
    16. Yuri Katagiri, Yamato Tsuchida, Yutaka Matsuo, Michito Yoshizawa. An Adamantane Capsule and its Efficient Uptake of Spherical Guests up to 3 nm in Water. Journal of the American Chemical Society 2021, 143 (51) , 21492-21496. https://doi.org/10.1021/jacs.1c11021
    17. Pallab Bhandari, Ritwik Modak, Soumalya Bhattacharyya, Ennio Zangrando, Partha Sarathi Mukherjee. Self-Assembly of Octanuclear PtII/PdII Coordination Barrels and Uncommon Structural Isomerization of a Photochromic Guest in Molecular Space. JACS Au 2021, 1 (12) , 2242-2248. https://doi.org/10.1021/jacsau.1c00361
    18. Michał Michalak, Bartosz Bisek, Michał Nowacki, Marcin Górecki. Base-Catalyzed, Solvent-Free Synthesis of Rigid V-Shaped Epoxydibenzo[b,f][1,5]diazocines. The Journal of Organic Chemistry 2021, 86 (13) , 8955-8969. https://doi.org/10.1021/acs.joc.1c00884
    19. Lorenzo Catti, Haruna Narita, Yuya Tanaka, Hayato Sakai, Taku Hasobe, Nikolai V. Tkachenko, Michito Yoshizawa. Supramolecular Singlet Fission of Pentacene Dimers within Polyaromatic Capsules. Journal of the American Chemical Society 2021, 143 (25) , 9361-9367. https://doi.org/10.1021/jacs.0c13172
    20. Zhewen Guo, Guangfeng Li, Heng Wang, Jun Zhao, Yuhang Liu, Hongwei Tan, Xiaopeng Li, Peter J. Stang, Xuzhou Yan. Drum-like Metallacages with Size-Dependent Fluorescence: Exploring the Photophysics of Tetraphenylethylene under Locked Conformations. Journal of the American Chemical Society 2021, 143 (24) , 9215-9221. https://doi.org/10.1021/jacs.1c04288
    21. Ru-Jin Li, Jacopo Tessarolo, Haeri Lee, Guido H. Clever. Multi-stimuli Control over Assembly and Guest Binding in Metallo-supramolecular Hosts Based on Dithienylethene Photoswitches. Journal of the American Chemical Society 2021, 143 (10) , 3865-3873. https://doi.org/10.1021/jacs.0c12188
    22. Sébastien Goeb, Marc Sallé. Electron-rich Coordination Receptors Based on Tetrathiafulvalene Derivatives: Controlling the Host–Guest Binding. Accounts of Chemical Research 2021, 54 (4) , 1043-1055. https://doi.org/10.1021/acs.accounts.0c00828
    23. Li-Xuan Cai, Dan-Ni Yan, Pei-Ming Cheng, Jin-Jin Xuan, Shao-Chuan Li, Li-Peng Zhou, Chong-Bin Tian, Qing-Fu Sun. Controlled Self-Assembly and Multistimuli-Responsive Interconversions of Three Conjoined Twin-Cages. Journal of the American Chemical Society 2021, 143 (4) , 2016-2024. https://doi.org/10.1021/jacs.0c12064
    24. Pei-Pei Jia, Lin Xu, Yi-Xiong Hu, Wei-Jian Li, Xu-Qing Wang, Qing-Hui Ling, Xueliang Shi, Guang-Qiang Yin, Xiaopeng Li, Haitao Sun, Yanrong Jiang, Hai-Bo Yang. Orthogonal Self-Assembly of a Two-Step Fluorescence-Resonance Energy Transfer System with Improved Photosensitization Efficiency and Photooxidation Activity. Journal of the American Chemical Society 2021, 143 (1) , 399-408. https://doi.org/10.1021/jacs.0c11370
    25. Zhao-Tao Shi, Yi-Xiong Hu, Zhubin Hu, Qi Zhang, Shao-Yu Chen, Meng Chen, Jing-Jing Yu, Guang-Qiang Yin, Haitao Sun, Lin Xu, Xiaopeng Li, Ben L. Feringa, Hai-Bo Yang, He Tian, Da-Hui Qu. Visible-Light-Driven Rotation of Molecular Motors in Discrete Supramolecular Metallacycles. Journal of the American Chemical Society 2021, 143 (1) , 442-452. https://doi.org/10.1021/jacs.0c11752
    26. Jun Wang, He Zhao, Mingzhao Chen, Zhiyuan Jiang, Feng Wang, Guotao Wang, Kaixiu Li, Zhe Zhang, Die Liu, Zhilong Jiang, Pingshan Wang. Construction of Macromolecular Pinwheels Using Predesigned Metalloligands. Journal of the American Chemical Society 2020, 142 (52) , 21691-21701. https://doi.org/10.1021/jacs.0c08020
    27. Tomoyuki Ikai, Satoshi Kawabata, Fumihiko Mamiya, Daisuke Taura, Naoki Ousaka, Eiji Yashima. Helix-Sense-Selective Encapsulation of Helical Poly(lactic acid)s within a Helical Cavity of Syndiotactic Poly(methyl methacrylate) with Helicity Memory. Journal of the American Chemical Society 2020, 142 (52) , 21913-21925. https://doi.org/10.1021/jacs.0c11204
    28. Edmundo G. Percástegui, Tanya K. Ronson, Jonathan R. Nitschke. Design and Applications of Water-Soluble Coordination Cages. Chemical Reviews 2020, 120 (24) , 13480-13544. https://doi.org/10.1021/acs.chemrev.0c00672
    29. Prodip Howlader, Surajit Mondal, Shakil Ahmed, Partha Sarathi Mukherjee. Guest-Induced Enantioselective Self-Assembly of a Pd6 Homochiral Octahedral Cage with a C3-Symmetric Pyridyl Donor. Journal of the American Chemical Society 2020, 142 (50) , 20968-20972. https://doi.org/10.1021/jacs.0c11011
    30. Dong Yang, Jake L. Greenfield, Tanya K. Ronson, Larissa K. S. von Krbek, Le Yu, Jonathan R. Nitschke. LaIII and ZnII Cooperatively Template a Metal–Organic Capsule. Journal of the American Chemical Society 2020, 142 (47) , 19856-19861. https://doi.org/10.1021/jacs.0c09991
    31. Soumalya Bhattacharyya, Sk Rajab Ali, Mangili Venkateswarulu, Prodip Howlader, Ennio Zangrando, Mrinmoy De, Partha Sarathi Mukherjee. Self-Assembled Pd12 Coordination Cage as Photoregulated Oxidase-Like Nanozyme. Journal of the American Chemical Society 2020, 142 (44) , 18981-18989. https://doi.org/10.1021/jacs.0c09567
    32. Yali Hou, Zeyuan Zhang, Shuai Lu, Jun Yuan, Qiangyu Zhu, Wei-Peng Chen, Sanliang Ling, Xiaopeng Li, Yan-Zhen Zheng, Kelong Zhu, Mingming Zhang. Highly Emissive Perylene Diimide-Based Metallacages and Their Host–Guest Chemistry for Information Encryption. Journal of the American Chemical Society 2020, 142 (44) , 18763-18768. https://doi.org/10.1021/jacs.0c09904
    33. Wei-Jian Li, Zhubin Hu, Lin Xu, Xu-Qing Wang, Wei Wang, Guang-Qiang Yin, Dan-Yang Zhang, Zhenrong Sun, Xiaopeng Li, Haitao Sun, Hai-Bo Yang. Rotaxane-Branched Dendrimers with Enhanced Photosensitization. Journal of the American Chemical Society 2020, 142 (39) , 16748-16756. https://doi.org/10.1021/jacs.0c07292
    34. Soumalya Bhattacharyya, Mangili Venkateswarulu, Jagabandhu Sahoo, Ennio Zangrando, Mrinmoy De, Partha Sarathi Mukherjee. Self-Assembled PtII8 Metallosupramolecular Tubular Cage as Dual Warhead Antibacterial Agent in Water. Inorganic Chemistry 2020, 59 (17) , 12690-12699. https://doi.org/10.1021/acs.inorgchem.0c01777
    35. Hao-Sheng Lin, Shunhei Okawa, Yue Ma, Satoshi Yotsumoto, Changsoo Lee, Shaun Tan, Sergei Manzhos, Michito Yoshizawa, Shohei Chiashi, Hyuck Mo Lee, Takeshi Tanaka, Hiromichi Kataura, Il Jeon, Yutaka Matsuo, Shigeo Maruyama. Polyaromatic Nanotweezers on Semiconducting Carbon Nanotubes for the Growth and Interfacing of Lead Halide Perovskite Crystal Grains in Solar Cells. Chemistry of Materials 2020, 32 (12) , 5125-5133. https://doi.org/10.1021/acs.chemmater.0c01011
    36. Natsuki Kishida, Kyosuke Matsumoto, Yuya Tanaka, Munetaka Akita, Hidehiro Sakurai, Michito Yoshizawa. Anisotropic Contraction of a Polyaromatic Capsule and Its Cavity-Induced Compression Effect. Journal of the American Chemical Society 2020, 142 (21) , 9599-9603. https://doi.org/10.1021/jacs.0c02932
    37. Wenqi Liu, Chenjian Lin, Jacob A. Weber, Charlotte L. Stern, Ryan M. Young, Michael R. Wasielewski, J. Fraser Stoddart. Cyclophane-Sustained Ultrastable Porphyrins. Journal of the American Chemical Society 2020, 142 (19) , 8938-8945. https://doi.org/10.1021/jacs.0c02311
    38. Amine Garci, Yassine Beldjoudi, Mohamad S. Kodaimati, Jessica E. Hornick, Minh T. Nguyen, M. Mustafa Cetin, Charlotte L. Stern, Indranil Roy, Emily A. Weiss, J. Fraser Stoddart. Mechanical-Bond-Induced Exciplex Fluorescence in an Anthracene-Based Homo[2]catenane. Journal of the American Chemical Society 2020, 142 (17) , 7956-7967. https://doi.org/10.1021/jacs.0c02128
    39. Qianqian Li, Zhen Li. Molecular Packing: Another Key Point for the Performance of Organic and Polymeric Optoelectronic Materials. Accounts of Chemical Research 2020, 53 (4) , 962-973. https://doi.org/10.1021/acs.accounts.0c00060
    40. Yi-Xiong Hu, Xingtian Hao, Lin Xu, Xiaolin Xie, Bijin Xiong, Zhubin Hu, Haitao Sun, Guang-Qiang Yin, Xiaopeng Li, Haiyan Peng, Hai-Bo Yang. Construction of Supramolecular Liquid-Crystalline Metallacycles for Holographic Storage of Colored Images. Journal of the American Chemical Society 2020, 142 (13) , 6285-6294. https://doi.org/10.1021/jacs.0c00698
    41. Wenqi Liu, Sharan Bobbala, Charlotte L. Stern, Jessica E. Hornick, Yugang Liu, Alan E. Enciso, Evan A. Scott, J. Fraser Stoddart. XCage: A Tricyclic Octacationic Receptor for Perylene Diimide with Picomolar Affinity in Water. Journal of the American Chemical Society 2020, 142 (6) , 3165-3173. https://doi.org/10.1021/jacs.9b12982
    42. Li-Juan Wang, Xin Li, Sha Bai, Yao-Yu Wang, Ying-Feng Han. Self-Assembly, Structural Transformation, and Guest-Binding Properties of Supramolecular Assemblies with Triangular Metal–Metal Bonded Units. Journal of the American Chemical Society 2020, 142 (5) , 2524-2531. https://doi.org/10.1021/jacs.9b12309
    43. Yoshiyuki Satoh, Lorenzo Catti, Munetaka Akita, Michito Yoshizawa. A Redox-Active Heterocyclic Capsule: Radical Generation, Oxygenation, and Guest Uptake/Release. Journal of the American Chemical Society 2019, 141 (31) , 12268-12273. https://doi.org/10.1021/jacs.9b03419
    44. Ya-Ping Wang, Yu Zhang, Xiao-Hui Duan, Jia-Ji Mao, Mei Pan, Jun Shen, Cheng-Yong Su. Recent progress in metal-organic cages for biomedical application: Highlighted research during 2018–2023. Coordination Chemistry Reviews 2024, 501 , 215570. https://doi.org/10.1016/j.ccr.2023.215570
    45. Rong Fu, Qing‐Yu Zhao, Han Han, Wen‐Li Li, Fang‐Yuan Chen, Chun Tang, Wei Zhang, Si‐Dan Guo, Dai‐Yuan Li, Wen‐Chao Geng, Dong‐Sheng Guo, Kang Cai. A Chiral Emissive Conjugated Macrocycle for High‐Affinity and Highly Enantioselective Recognition in Water. Angewandte Chemie International Edition 2023, 2 https://doi.org/10.1002/anie.202315990
    46. Rong Fu, Qing‐Yu Zhao, Han Han, Wen‐Li Li, Fang‐Yuan Chen, Chun Tang, Wei Zhang, Si‐Dan Guo, Dai‐Yuan Li, Wen‐Chao Geng, Dong‐Sheng Guo, Kang Cai. A Chiral Emissive Conjugated Macrocycle for High‐Affinity and Highly Enantioselective Recognition in Water. Angewandte Chemie 2023, 2 https://doi.org/10.1002/ange.202315990
    47. Yi-Xiong Hu, Xingtian Hao, Dan Wang, Zi-Cheng Zhang, Haitao Sun, Xing-Dong Xu, Xiaolin Xie, Xueliang Shi, Haiyan Peng, Hai-Bo Yang, Lin Xu. Light‐Responsive Supramolecular Liquid‐Crystalline Metallacycle for Orthogonal Multimode Photopatterning. Angewandte Chemie International Edition 2023, https://doi.org/10.1002/anie.202315061
    48. Yi-Xiong Hu, Xingtian Hao, Dan Wang, Zi-Cheng Zhang, Haitao Sun, Xing-Dong Xu, Xiaolin Xie, Xueliang Shi, Haiyan Peng, Hai-Bo Yang, Lin Xu. Light‐Responsive Supramolecular Liquid‐Crystalline Metallacycle for Orthogonal Multimode Photopatterning. Angewandte Chemie 2023, https://doi.org/10.1002/ange.202315061
    49. Hayate Suzuki, Yoshimori Akiyama, Masahiro Yamashina, Yuya Tanaka, Shinji Toyota. Transformation of Highly Hydrophobic Triarylphosphines into Amphiphiles via Staudinger Reaction with Hydrophilic Trichlorophenyl Azide. Chemistry – A European Journal 2023, 8 https://doi.org/10.1002/chem.202303017
    50. Shubhasree Das, M. Bhargav Sai Naik, Godwin Maliyekkal, Shubhra Bikash Maity, Atanu Jana. Recent update on the electroactive oligopyrrolic macrocyclic hosts with a Bucky-ball heart. Chemical Communications 2023, 59 (87) , 12972-12985. https://doi.org/10.1039/D3CC04028C
    51. Soichiro YOSHIMOTO. Nanoscale Electrochemical Surface Science on Molecular Assembly and Surface Function. Electrochemistry 2023, 91 (10) , 101003-101003. https://doi.org/10.5796/electrochemistry.23-00067
    52. Qixia Bai, Yu‐Ming Guan, Tun Wu, Ying Liu, Zirui Zhai, Qingwu Long, Zhiyuan Jiang, Peiyang Su, Ting‐Zheng Xie, Pingshan Wang, Zhe Zhang. Anion‐Regulated Hierarchical Self‐Assembly and Chiral Induction of Metallo‐Tetrahedra. Angewandte Chemie 2023, 135 (39) https://doi.org/10.1002/ange.202309027
    53. Qixia Bai, Yu‐Ming Guan, Tun Wu, Ying Liu, Zirui Zhai, Qingwu Long, Zhiyuan Jiang, Peiyang Su, Ting‐Zheng Xie, Pingshan Wang, Zhe Zhang. Anion‐Regulated Hierarchical Self‐Assembly and Chiral Induction of Metallo‐Tetrahedra. Angewandte Chemie International Edition 2023, 62 (39) https://doi.org/10.1002/anie.202309027
    54. Kazuki Toyama, Yuya Tanaka, Michito Yoshizawa. A Redox‐Responsive Ferrocene‐Based Capsule Displaying Unusual Encapsulation‐Induced Charge‐Transfer Interactions. Angewandte Chemie 2023, 135 (37) https://doi.org/10.1002/ange.202308331
    55. Kazuki Toyama, Yuya Tanaka, Michito Yoshizawa. A Redox‐Responsive Ferrocene‐Based Capsule Displaying Unusual Encapsulation‐Induced Charge‐Transfer Interactions. Angewandte Chemie International Edition 2023, 62 (37) https://doi.org/10.1002/anie.202308331
    56. Zhi-Yong Zeng, Xiaoli Zhao, Junhai Huang, Jing Zhu, Tongxia Jin, Lianrui Hu, Wei-Tao Dou, Lin Xu. Anthracene-Functionalized Metallacage with Fluorescence Response Behavior to Anions. Synlett 2023, 105 https://doi.org/10.1055/s-0042-1751486
    57. Zhanhu Sun, Bowen Fan, Matthew J. Webber. Molecular Engineering of Carbohydrate Recognition. ChemSystemsChem 2023, 5 (5) https://doi.org/10.1002/syst.202200050
    58. Wei-Ling Jiang, Bin Huang, Xiao-Li Zhao, Xueliang Shi, Hai-Bo Yang. Strong halide anion binding within the cavity of a conformation-adaptive phenazine-based Pd2L4 cage. Chem 2023, 9 (9) , 2655-2668. https://doi.org/10.1016/j.chempr.2023.06.020
    59. Shinji Aoyama, Lorenzo Catti, Michito Yoshizawa. Facile Processing of Unsubstituted π‐Conjugated Aromatic Polymers through Water‐solubilization Using Aromatic Micelles. Angewandte Chemie 2023, 135 (31) https://doi.org/10.1002/ange.202306399
    60. Shinji Aoyama, Lorenzo Catti, Michito Yoshizawa. Facile Processing of Unsubstituted π‐Conjugated Aromatic Polymers through Water‐solubilization Using Aromatic Micelles. Angewandte Chemie International Edition 2023, 62 (31) https://doi.org/10.1002/anie.202306399
    61. Kuppusamy Kanagaraj, Julius Rebek, Yang Yu. Control of reactivity and selectivity in isomerization and rearrangement reactions inside confined spaces. Chemical Communications 2023, 59 (59) , 9056-9065. https://doi.org/10.1039/D3CC01198D
    62. Chenxing Guo, Feng Su, Pingru Su, Xiujun Yu, Xiaopeng Li. Luminescent terpyridine-based metallo-supramolecular systems: from design to applications. Science China Chemistry 2023, 66 (7) , 1940-1962. https://doi.org/10.1007/s11426-023-1601-0
    63. Zhi Liu, Fan Yin, Jian Yang, Xiao-Qing Guo, Li-Peng Zhou, Chong-Bin Tian, Qing-Fu Sun. Hierarchical subcomponent self-assembly of covalent triple-stranded complexes with 3d–4f vertices: luminescence and magnetic properties. Dalton Transactions 2023, 52 (25) , 8670-8675. https://doi.org/10.1039/D3DT01139A
    64. M. A. Niyas, Kazutaka Shoyama, Frank Würthner. C 64 Nanographene Tetraimide—A Receptor for Phthalocyanines with Subnanomolar Affinity. Angewandte Chemie 2023, 135 (25) https://doi.org/10.1002/ange.202302032
    65. M. A. Niyas, Kazutaka Shoyama, Frank Würthner. C 64 Nanographene Tetraimide—A Receptor for Phthalocyanines with Subnanomolar Affinity. Angewandte Chemie International Edition 2023, 62 (25) https://doi.org/10.1002/anie.202302032
    66. Vellaiyadevan Sivalingam, Shobhana Krishnaswamy, Dillip Kumar Chand. A Template‐Free Pd 2 L 4 Cage with up to Nanomolar Affinity for Chloride in Aqueous Solutions**. Chemistry – A European Journal 2023, 29 (33) https://doi.org/10.1002/chem.202300891
    67. Ruoqian Zhang, Rongrong Li, Feihe Huang, Mingming Zhang. Metallacycle/metallacage-cored supramolecular networks. Progress in Polymer Science 2023, 141 , 101680. https://doi.org/10.1016/j.progpolymsci.2023.101680
    68. Lisa Roß, Julius Reitemeier, Farhad Ghalami, Wen‐Shan Zhang, Jürgen H. Gross, Frank Rominger, Sven M. Elbert, Rasmus Schröder, Marcus Elstner, Michael Mastalerz. Two Dimensional Triptycene End‐Capping and Its Influence on the Self‐Assembly of Quinoxalinophenanthrophenazines †. Chinese Journal of Chemistry 2023, 41 (10) , 1198-1208. https://doi.org/10.1002/cjoc.202200754
    69. Xiangquan Hu, Meirong Han, Leicheng Wang, Li Shao, Yadav Peeyush, Jialei Du, Steven P. Kelley, Scott J. Dalgarno, David A. Atwood, Sisi Feng, Jerry L. Atwood. A copper-seamed coordination nanocapsule as a semiconductor photocatalyst for molecular oxygen activation. Chemical Science 2023, 14 (17) , 4532-4537. https://doi.org/10.1039/D3SC00318C
    70. Dongfeng Hong, Linlin Shi, Xianghui Liu, Huiyuan Ya, Xin Han. Photocatalysis in Water-Soluble Supramolecular Metal Organic Complex. Molecules 2023, 28 (10) , 4068. https://doi.org/10.3390/molecules28104068
    71. Eyad A. Younes, Nayyef Aljaar, Maryam F. Abdollahi, Majed Shtaiwi, Maram J. Issa, Yuming Zhao. N -Cyanomethylmethanimine tethered anthracene dimer: concise synthesis, conformational properties and photoinduced configurational isomerization. New Journal of Chemistry 2023, 47 (14) , 6708-6720. https://doi.org/10.1039/D2NJ06320D
    72. Keisuke Santo, Kentaro Uchida, Keisuke Fujimoto, Toshiyasu Inuzuka, Kazutaka Hirakawa, Tetsuya Sengoku, Masaki Takahashi. Synthesis of Highly Emissive Fluorophores Based on Multiply Stacked Anthracene Arrangement. European Journal of Organic Chemistry 2023, 26 (9) https://doi.org/10.1002/ejoc.202201479
    73. Yute Wang, Yi Qin, Xiaoli Zhao, Peipei Jia, Zhiyong Zeng, Lin Xu. BODIPY-based supramolecular fluorescent metallacages. Chinese Chemical Letters 2023, 34 (3) , 107576. https://doi.org/10.1016/j.cclet.2022.05.090
    74. Soujanya H. Goudar, Srinu Kotha, Manya Pal, Dhiraj S. Ingle, Kotagiri Venkata Rao. A Flexible Aromatic Amphiphilic Trication for the Solubilization of Hydrophobic Organic Semiconductors in Water. Organic Materials 2023, 5 (01) , 84-90. https://doi.org/10.1055/a-2037-2786
    75. Chen Wang, Fuwei Sun, Guokang He, Hongwei Zhao, Li Tian, Yibo Cheng, Guangtao Li. Noble metal nanoparticles meet molecular cages: A tale of integration and synergy. Current Opinion in Colloid & Interface Science 2023, 63 , 101660. https://doi.org/10.1016/j.cocis.2022.101660
    76. Shruti Sharma, Moumita Sarkar, Dillip Kumar Chand. Conjoined and non-conjoined coordination cages with palladium( ii ) vertices: structural diversity, solution dynamics, and intermolecular interactions. Chemical Communications 2023, 59 (5) , 535-554. https://doi.org/10.1039/D2CC04828K
    77. Michito YOSHIZAWA, Lorenzo CATTI. Aromatic micelles: toward a third-generation of micelles. Proceedings of the Japan Academy, Series B 2023, 99 (1) , 29-38. https://doi.org/10.2183/pjab.99.002
    78. Xiao‐Yang Chen, Hongliang Chen, J. Fraser Stoddart. The Story of the Little Blue Box: A Tribute to Siegfried Hünig. Angewandte Chemie International Edition 2023, 62 (1) https://doi.org/10.1002/anie.202211387
    79. Xiao‐Yang Chen, Hongliang Chen, J. Fraser Stoddart. The Story of the Little Blue Box: A Tribute to Siegfried Hünig. Angewandte Chemie 2023, 135 (1) https://doi.org/10.1002/ange.202211387
    80. Soumen K. Samanta. Metal Organic Polygons and Polyhedra: Instabilities and Remedies. Inorganics 2023, 11 (1) , 36. https://doi.org/10.3390/inorganics11010036
    81. Yoshihisa Hashimoto, Yuri Katagiri, Yuya Tanaka, Michito Yoshizawa. Solution-state mechanochromic luminescence of Pt( ii )-complexes displayed within micellar aromatic capsules. Chemical Science 2023, 369 https://doi.org/10.1039/D3SC04613C
    82. Ryuki Sumida, Takeshi Matsumoto, Toshiyuki Yokoi, Michito Yoshizawa. A Porous Polyaromatic Solid for Vapor Adsorption of Xylene with High Efficiency, Selectivity, and Reusability. Chemistry – A European Journal 2022, 28 (72) https://doi.org/10.1002/chem.202202825
    83. Natsuki Kishida, Yuya Tanaka, Michito Yoshizawa. CH‐π Multi‐Interaction‐Driven Recognition and Isolation of Planar Compounds in a Spheroidal Polyaromatic Cavity. Chemistry – A European Journal 2022, 28 (69) https://doi.org/10.1002/chem.202202075
    84. Juanzi Lianglu, Weinan Hu, Xinju Zhu, Hong-Yu Zhang, Linlin Shi, Xin-Qi Hao, Mao-Ping Song. Synthesis of a Tetrahedral Metal–Organic Supramolecular Cage with Dendritic Carbazole Arms. International Journal of Molecular Sciences 2022, 23 (24) , 15580. https://doi.org/10.3390/ijms232415580
    85. Sofía Cruz‐Nava, Sergio de Jesús Valencia‐Loza, Edmundo G. Percástegui. Protection and Transformation of Natural Products within Aqueous Metal‐Organic Cages. European Journal of Organic Chemistry 2022, 2022 (40) https://doi.org/10.1002/ejoc.202200844
    86. Pallab Bhandari, Partha Sarathi Mukherjee. Post‐Synthesis Conversion of an Unstable Imine Cage to a Stable Cage with Amide Moieties Towards Selective Receptor for Fluoride. Chemistry – A European Journal 2022, 28 (57) https://doi.org/10.1002/chem.202201901
    87. Yulong Xiao, Xiaotong Liu, Nana Li, Yida Pang, Zhe Zheng. Central condensed ring changes for manipulating the self-assembly and photophysical behaviors of cyanostilbene-based hexacatenars. Journal of Molecular Liquids 2022, 364 , 120029. https://doi.org/10.1016/j.molliq.2022.120029
    88. Yang Liu, Zhiyuan Jiang, Yuming Guan, Qixia Bai, Zhe Zhang, Yiming Li, He Zhao, Ting-Zheng Xie, Ming Wang, Pingshan Wang, Tun Wu. Halide ion directed templation effect of quadruple-stranded helicates. Cell Reports Physical Science 2022, 3 (10) , 101056. https://doi.org/10.1016/j.xcrp.2022.101056
    89. Junsu Park, Hiroki Tamura, Hiroyasu Yamaguchi, Akira Harada, Yoshinori Takashima. Supramolecular nylon-based actuators with a high work efficiency based on host–guest complexation and the mechanoisomerization of azobenzene. Polymer Journal 2022, 54 (10) , 1213-1223. https://doi.org/10.1038/s41428-022-00666-4
    90. Shaochuan Li, Caiping Liu, Qihui Chen, Feilong Jiang, Daqiang Yuan, Qing-Fu Sun, Maochun Hong. Adaptive coordination assemblies based on a flexible tetraazacyclododecane ligand for promoting carbon dioxide fixation. Chemical Science 2022, 13 (31) , 9016-9022. https://doi.org/10.1039/D2SC03093D
    91. Mayuko Ueda, Natsuki Kishida, Lorenzo Catti, Michito Yoshizawa. Caged bulky organic dyes in a polyaromatic framework and their spectroscopic peculiarities. Chemical Science 2022, 13 (29) , 8642-8648. https://doi.org/10.1039/D2SC02308C
    92. Hareesha Dasary, Moumita Sarkar, Dillip Kumar Chand. Configurational ligand isomerism in conjoined-cages. Chemical Communications 2022, 58 (61) , 8480-8483. https://doi.org/10.1039/D2CC02837A
    93. Jian-Hong Tang, Yu-Wu Zhong. Anthracene-Containing Metallacycles and Metallacages: Structures, Properties, and Applications. Inorganics 2022, 10 (7) , 88. https://doi.org/10.3390/inorganics10070088
    94. Sylvain Sudan, Farzaneh Fadaei‐Tirani, Rosario Scopelliti, Kristina E. Ebbert, Guido H. Clever, Kay Severin. LiBF 4 ‐Induced Rearrangement and Desymmetrization of a Palladium‐Ligand Assembly. Angewandte Chemie 2022, 134 (24) https://doi.org/10.1002/ange.202201823
    95. Sylvain Sudan, Farzaneh Fadaei‐Tirani, Rosario Scopelliti, Kristina E. Ebbert, Guido H. Clever, Kay Severin. LiBF 4 ‐Induced Rearrangement and Desymmetrization of a Palladium‐Ligand Assembly. Angewandte Chemie International Edition 2022, 61 (24) https://doi.org/10.1002/anie.202201823
    96. Tommaso Lorenzetto, Davide Frigatti, Fabrizio Fabris, Alessandro Scarso. Nanoconfinement Effects of Micellar Media in Asymmetric Catalysis. Advanced Synthesis & Catalysis 2022, 364 (11) , 1776-1797. https://doi.org/10.1002/adsc.202200225
    97. Dong Luo, Le-Xiong Wu, Yan Zhang, Yong-Liang Huang, Xue-Ling Chen, Xiao-Ping Zhou, Dan Li. Self-assembly of a photoluminescent metal-organic cage and its spontaneous aggregation in dilute solutions enabling time-dependent emission enhancement. Science China Chemistry 2022, 65 (6) , 1105-1111. https://doi.org/10.1007/s11426-022-1245-1
    98. Lorenzo Catti, Ryuki Sumida, Michito Yoshizawa. Aqueous polyaromatic receptors for biomolecules with high selectivity. Coordination Chemistry Reviews 2022, 460 , 214460. https://doi.org/10.1016/j.ccr.2022.214460
    99. Soichiro Yoshimoto, Hiroto Ogata. Molecular planting of a single organothiol into a “gap-site” of a 2D patterned adlayer in an electrochemical environment. Chemical Science 2022, 13 (17) , 4999-5005. https://doi.org/10.1039/D1SC07227G
    100. Koushik Acharyya, Soumalya Bhattacharyya, Shuai Lu, Yan Sun, Partha Sarathi Mukherjee, Peter J. Stang. Emissive Platinum(II) Macrocycles as Tunable Cascade Energy Transfer Scaffolds. Angewandte Chemie 2022, 134 (19) https://doi.org/10.1002/ange.202200715
    Load all citations
    Download PDF

    Pair your accounts.

    Export articles to Mendeley

    Get article recommendations from ACS based on references in your Mendeley library.

    Pair your accounts.

    Export articles to Mendeley

    Get article recommendations from ACS based on references in your Mendeley library.

    You’ve supercharged your research process with ACS and Mendeley!

    STEP 1:
    Click to create an ACS ID

    Please note: If you switch to a different device, you may be asked to login again with only your ACS ID.

    Please note: If you switch to a different device, you may be asked to login again with only your ACS ID.

    Please note: If you switch to a different device, you may be asked to login again with only your ACS ID.

    MENDELEY PAIRING EXPIRED
    Your Mendeley pairing has expired. Please reconnect