ACS Publications. Most Trusted. Most Cited. Most Read
Supramolecular Control on Chemo- and Regioselectivity via Encapsulation of (NHC)-Au Catalyst within a Hexameric Self-Assembled Host
My Activity

Figure 1Loading Img
    Communication

    Supramolecular Control on Chemo- and Regioselectivity via Encapsulation of (NHC)-Au Catalyst within a Hexameric Self-Assembled Host
    Click to copy article linkArticle link copied!

    View Author Information
    Dipartimento di Scienze Molecolari e Nanosistemi, Università Ca′ Foscari di Venezia, Calle Larga S Marta 2137, 30123, Venezia, Italy
    Dipartimento di Processi Chimici per l′Ingegneria, Università di Padova, Via Marzolo 9, 35131 Padova, Italy
    § Van’t Hoff Institute for Molecular Sciences, University of Amsterdam, Postbus 94720, 1090 GE Amsterdam, The Netherlands
    Other Access OptionsSupporting Information (1)

    Journal of the American Chemical Society

    Cite this: J. Am. Chem. Soc. 2011, 133, 9, 2848–2851
    Click to copy citationCitation copied!
    https://doi.org/10.1021/ja111106x
    Published February 14, 2011
    Copyright © 2011 American Chemical Society

    Abstract

    Click to copy section linkSection link copied!
    Abstract Image

    The encapsulation of a Au(I) catalyst within a self-assembled, hydrogen bonded, hexameric capsule dramatically changes its catalytic activity, leading to unusual products due to the steric requirements of the host’s cavity.

    Copyright © 2011 American Chemical Society

    Read this article

    To access this article, please review the available access options below.

    Get instant access

    Purchase Access

    Read this article for 48 hours. Check out below using your ACS ID or as a guest.

    Recommended

    Access through Your Institution

    You may have access to this article through your institution.

    Your institution does not have access to this content. Add or change your institution or let them know you’d like them to include access.

    Supporting Information

    Click to copy section linkSection link copied!

    Experimental part and procedures for this article. This material is available free of charge via the Internet at http://pubs.acs.org.

    Terms & Conditions

    Most electronic Supporting Information files are available without a subscription to ACS Web Editions. Such files may be downloaded by article for research use (if there is a public use license linked to the relevant article, that license may permit other uses). Permission may be obtained from ACS for other uses through requests via the RightsLink permission system: http://pubs.acs.org/page/copyright/permissions.html.

    Cited By

    Click to copy section linkSection link copied!
    Citation Statements
    Explore this article's citation statements on scite.ai

    This article is cited by 205 publications.

    1. Meriem Daghmoum, Nazarii Sabat, Meije Lecoq, Thelma Viraize, Xavier Guinchard. Merging Au(I)-Catalysis and Biocatalysis: Practical and Scalable Synthesis of Chiral Amino Building Blocks from Alkynes. ACS Catalysis 2025, 15 (3) , 2484-2491. https://doi.org/10.1021/acscatal.4c07259
    2. Mehdi Koohgard, Lukas Enders, Natalia del Rio, Hang Li, Fabio Moccia, Omar Khaled, Olivia Bistri, Juho Helaja, Matthieu Sollogoub, Virginie Mouriès-Mansuy, Louis Fensterbank. β-Cyclodextrin–NHC–Au(I)-Catalyzed Enantioconvergent 1,5-Enyne Cycloisomerizations. Organic Letters 2024, 26 (27) , 5817-5821. https://doi.org/10.1021/acs.orglett.4c02003
    3. Moritz S. Muthwill, Maryame Bina, Nicolò Paracini, John Peter Coats, Severin Merget, Saziye Yorulmaz Avsar, Daniel Messmer, Konrad Tiefenbacher, Cornelia G. Palivan. Planar Polymer Membranes Accommodate Functional Self-Assembly of Inserted Resorcinarene Nanocapsules. ACS Applied Materials & Interfaces 2024, 16 (10) , 13291-13304. https://doi.org/10.1021/acsami.3c18687
    4. Andrés F. Sierra, Evgeny Bulatov, Gemma Aragay, Pablo Ballester. Hydration of Propargyl Esters Catalyzed by Gold(I) Complexes with Phosphoramidite Calix[4]pyrrole Cavitands as Ligands. Inorganic Chemistry 2023, 62 (45) , 18697-18706. https://doi.org/10.1021/acs.inorgchem.3c03089
    5. Doyk Hwang, Liam M. Wrigley, Micah Lee, Andrzej L. Sobolewski, Wolfgang Domcke, Cody W. Schlenker. Local Hydrogen Bonding Determines Branching Pathways in Intermolecular Heptazine Photochemistry. The Journal of Physical Chemistry B 2023, 127 (30) , 6703-6713. https://doi.org/10.1021/acs.jpcb.3c01397
    6. Tian-Ren Li, GiovanniMaria Piccini, Konrad Tiefenbacher. Supramolecular Capsule-Catalyzed Highly β-Selective Furanosylation Independent of the SN1/SN2 Reaction Pathway. Journal of the American Chemical Society 2023, 145 (7) , 4294-4303. https://doi.org/10.1021/jacs.2c13641
    7. Inbar Horin, Sarit Slovak, Yoram Cohen. Diffusion NMR Reveals the Structures of the Molecular Aggregates of Resorcin[4]arenes and Pyrogallol[4]arenes in Aromatic and Chlorinated Solvents. The Journal of Physical Chemistry Letters 2022, 13 (46) , 10666-10670. https://doi.org/10.1021/acs.jpclett.2c02936
    8. Rupak Saha, Bijnaneswar Mondal, Partha Sarathi Mukherjee. Molecular Cavity for Catalysis and Formation of Metal Nanoparticles for Use in Catalysis. Chemical Reviews 2022, 122 (14) , 12244-12307. https://doi.org/10.1021/acs.chemrev.1c00811
    9. Fabian Huck, Lorenzo Catti, Gian Lino Reber, Konrad Tiefenbacher. Expanding the Protecting Group Scope for the Carbonyl Olefin Metathesis Approach to 2,5-Dihydropyrroles. The Journal of Organic Chemistry 2022, 87 (1) , 419-428. https://doi.org/10.1021/acs.joc.1c02447
    10. Cheng Zhang, Qiaoying Sun, Matthias Rudolph, Frank Rominger, A. Stephen K. Hashmi. Gold-Catalyzed Regiodivergent Annulations of Diazo-Alkynes Controlled by Et3N(HF)3. ACS Catalysis 2021, 11 (24) , 15203-15211. https://doi.org/10.1021/acscatal.1c04724
    11. Raquel P. Herrera, M. Concepción Gimeno. Main Avenues in Gold Coordination Chemistry. Chemical Reviews 2021, 121 (14) , 8311-8363. https://doi.org/10.1021/acs.chemrev.0c00930
    12. Kongzhao Su, Wenjing Wang, Shunfu Du, Chunqing Ji, Mi Zhou, Daqiang Yuan. Reticular Chemistry in the Construction of Porous Organic Cages. Journal of the American Chemical Society 2020, 142 (42) , 18060-18072. https://doi.org/10.1021/jacs.0c07367
    13. Coralie Tugny, Natalia del Rio, Mehdi Koohgard, Nicolas Vanthuyne, Denis Lesage, Kajetan Bijouard, Pinglu Zhang, Jorge Meijide Suárez, Sylvain Roland, Etienne Derat, Olivia Bistri-Aslanoff, Matthieu Sollogoub, Louis Fensterbank, Virginie Mouriès-Mansuy. β-Cyclodextrin–NHC–Gold(I) Complex (β-ICyD)AuCl: A Chiral Nanoreactor for Enantioselective and Substrate-Selective Alkoxycyclization Reactions. ACS Catalysis 2020, 10 (11) , 5964-5972. https://doi.org/10.1021/acscatal.0c00127
    14. Daisuke Shimoyama, Ryo Sekiya, Hiroto Kudo, Takeharu Haino. Feet-to-Feet Connected Trisresorcinarenes. Organic Letters 2020, 22 (2) , 352-356. https://doi.org/10.1021/acs.orglett.9b03693
    15. Oriana Brea, Henrik Daver, Julius Rebek, Jr., Fahmi Himo. Modeling Decomposition of N-Nitrosoamides in a Self-Assembled Capsule. The Journal of Organic Chemistry 2019, 84 (11) , 7354-7361. https://doi.org/10.1021/acs.joc.9b01034
    16. Trandon A. Bender, Mariko Morimoto, Robert G. Bergman, Kenneth N. Raymond, F. Dean Toste. Supramolecular Host-Selective Activation of Iodoarenes by Encapsulated Organometallics. Journal of the American Chemical Society 2019, 141 (4) , 1701-1706. https://doi.org/10.1021/jacs.8b11842
    17. Qi Zhang, Lorenzo Catti, Konrad Tiefenbacher. Catalysis inside the Hexameric Resorcinarene Capsule. Accounts of Chemical Research 2018, 51 (9) , 2107-2114. https://doi.org/10.1021/acs.accounts.8b00320
    18. Ge Wang, Sarah K. Gibbons, David S. Glueck, Connor Sibbald, James T. Fleming, Lee J. Higham, Arnold L. Rheingold. Copper–Phosphido Intermediates in Cu(IPr)-Catalyzed Synthesis of 1-Phosphapyracenes via Tandem Alkylation/Arylation of Primary Phosphines. Organometallics 2018, 37 (11) , 1760-1772. https://doi.org/10.1021/acs.organomet.8b00198
    19. Matthias Otte . Size-Selective Molecular Flasks. ACS Catalysis 2016, 6 (10) , 6491-6510. https://doi.org/10.1021/acscatal.6b01776
    20. Petrus F. Kuijpers, Matthias Otte, Maximilian Dürr, Ivana Ivanović-Burmazović, Joost N. H. Reek, and Bas de Bruin . A Self-Assembled Molecular Cage for Substrate-Selective Epoxidation Reactions in Aqueous Media. ACS Catalysis 2016, 6 (5) , 3106-3112. https://doi.org/10.1021/acscatal.6b00283
    21. Shani Yariv-Shoushan and Yoram Cohen . Encapsulated or Not Encapsulated? Ammonium Salts Can Be Encapsulated in Hexameric Capsules of Pyrogallol[4]arene. Organic Letters 2016, 18 (5) , 936-939. https://doi.org/10.1021/acs.orglett.5b03655
    22. Efrat Levin, Elisa Ivry, Charles E. Diesendruck, and N. Gabriel Lemcoff . Water in N-Heterocyclic Carbene-Assisted Catalysis. Chemical Reviews 2015, 115 (11) , 4607-4692. https://doi.org/10.1021/cr400640e
    23. Xing-Zhong Shu, Son C. Nguyen, Ying He, Fadekemi Oba, Qiao Zhang, Christian Canlas, Gabor A. Somorjai, A. Paul Alivisatos, and F. Dean Toste . Silica-Supported Cationic Gold(I) Complexes as Heterogeneous Catalysts for Regio- and Enantioselective Lactonization Reactions. Journal of the American Chemical Society 2015, 137 (22) , 7083-7086. https://doi.org/10.1021/jacs.5b04294
    24. Casey J. Brown, F. Dean Toste, Robert G. Bergman, and Kenneth N. Raymond . Supramolecular Catalysis in Metal–Ligand Cluster Hosts. Chemical Reviews 2015, 115 (9) , 3012-3035. https://doi.org/10.1021/cr4001226
    25. Feng Li, Nana Wang, Lei Lu, and Guangjun Zhu . Regioselective Hydration of Terminal Alkynes Catalyzed by a Neutral Gold(I) Complex [(IPr)AuCl] and One-Pot Synthesis of Optically Active Secondary Alcohols from Terminal Alkynes by the Combination of [(IPr)AuCl] and Cp*RhCl[(R,R)-TsDPEN]. The Journal of Organic Chemistry 2015, 80 (7) , 3538-3546. https://doi.org/10.1021/acs.joc.5b00164
    26. Alba Vellé, Andrea Cebollada, Manuel Iglesias, and Pablo J. Sanz Miguel . Argentophilicity as Essential Driving Force for a Dynamic Cation–Cation Host–Guest System: [Ag(acetonitrile)2]+⊂[Ag2(bis-NHC)2]2+ (NHC = N-Heterocyclic Carbene). Inorganic Chemistry 2014, 53 (19) , 10654-10659. https://doi.org/10.1021/ic501715h
    27. Feng-Rong Dai, Uma Sambasivam, Alex J. Hammerstrom, and Zhenqiang Wang . Synthetic Supercontainers Exhibit Distinct Solution versus Solid State Guest-Binding Behavior. Journal of the American Chemical Society 2014, 136 (20) , 7480-7491. https://doi.org/10.1021/ja502839b
    28. Yuh Kohyama, Takashi Murase, and Makoto Fujita . Metal–Organic Proximity in a Synthetic Pocket. Journal of the American Chemical Society 2014, 136 (8) , 2966-2969. https://doi.org/10.1021/ja412582k
    29. Qi Zhang and Konrad Tiefenbacher . Hexameric Resorcinarene Capsule is a Brønsted Acid: Investigation and Application to Synthesis and Catalysis. Journal of the American Chemical Society 2013, 135 (43) , 16213-16219. https://doi.org/10.1021/ja4080375
    30. Kazuhiro Uehara, Takamichi Oishi, Takayuki Hirose, and Noritaka Mizuno . Synthesis and Characterization of Molecular Hexagons and Rhomboids and Subsequent Encapsulation of Keggin-Type Polyoxometalates by Molecular Hexagons. Inorganic Chemistry 2013, 52 (19) , 11200-11209. https://doi.org/10.1021/ic401428v
    31. Dariush Ajami and Julius Rebek, Jr. . More Chemistry in Small Spaces. Accounts of Chemical Research 2013, 46 (4) , 990-999. https://doi.org/10.1021/ar300038r
    32. Toshiyuki Kida, Takuya Iwamoto, Haruyasu Asahara, Tomoaki Hinoue, and Mitsuru Akashi . Chiral Recognition and Kinetic Resolution of Aromatic Amines via Supramolecular Chiral Nanocapsules in Nonpolar Solvents. Journal of the American Chemical Society 2013, 135 (9) , 3371-3374. https://doi.org/10.1021/ja312367k
    33. Jennifer C. Chapin, Miroslav Kvasnica, and Byron W. Purse . Molecular Encapsulation in Pyrogallolarene Hexamers Under Nonequilibrium Conditions. Journal of the American Chemical Society 2012, 134 (36) , 15000-15009. https://doi.org/10.1021/ja305252t
    34. Jin-Cheng Wu, Liang Zhao, De-Xian Wang, and Mei-Xiang Wang . Structural Diversity in Coordination Self-Assembled Networks of a Multimodal Ligand Azacalix[4]pyrazine. Inorganic Chemistry 2012, 51 (6) , 3860-3867. https://doi.org/10.1021/ic3000679
    35. Tendai Gadzikwa, Rosalba Bellini, Henk L. Dekker, and Joost N. H. Reek . Self-Assembly of a Confined Rhodium Catalyst for Asymmetric Hydroformylation of Unfunctionalized Internal Alkenes. Journal of the American Chemical Society 2012, 134 (6) , 2860-2863. https://doi.org/10.1021/ja211455j
    36. Cai-Yan Gao, Liang Zhao, and Mei-Xiang Wang . Stabilization of a Reactive Polynuclear Silver Carbide Cluster through the Encapsulation within a Supramolecular Cage. Journal of the American Chemical Society 2012, 134 (2) , 824-827. https://doi.org/10.1021/ja209729h
    37. Shinnosuke Horiuchi, Takashi Murase, and Makoto Fujita . Noncovalent Trapping and Stabilization of Dinuclear Ruthenium Complexes within a Coordination Cage. Journal of the American Chemical Society 2011, 133 (32) , 12445-12447. https://doi.org/10.1021/ja205450a
    38. Casey J. Brown, Gregory M. Miller, Miles W. Johnson, Robert G. Bergman, and Kenneth N. Raymond . High-Turnover Supramolecular Catalysis by a Protected Ruthenium(II) Complex in Aqueous Solution. Journal of the American Chemical Society 2011, 133 (31) , 11964-11966. https://doi.org/10.1021/ja205257x
    39. Z. Jane Wang, Casey J. Brown, Robert G. Bergman, Kenneth N. Raymond, and F. Dean Toste . Hydroalkoxylation Catalyzed by a Gold(I) Complex Encapsulated in a Supramolecular Host. Journal of the American Chemical Society 2011, 133 (19) , 7358-7360. https://doi.org/10.1021/ja202055v
    40. Hichem Ichou, Kevin Telliez, Sonia Lajnef, Fabienne Peyrot, Benjamin Doistau, Laurence Leherte, Benoit Colasson. Anion-mediated properties of a metal complex in a hexameric resorcin[4]arene cage: chirality induction, kinetics and reactivity. Inorganic Chemistry Frontiers 2025, 96 https://doi.org/10.1039/D4QI02896A
    41. Leonidas‐Dimitrios Syntrivanis, Konrad Tiefenbacher. Reactivity Inside Molecular Flasks: Acceleration Modes and Types of Selectivity Obtainable. Angewandte Chemie International Edition 2024, 63 (49) https://doi.org/10.1002/anie.202412622
    42. Leonidas‐Dimitrios Syntrivanis, Konrad Tiefenbacher. Reaktivität in Molekularen Gefäßen: Beschleunigungsmodi und Arten der Erzielbaren Selektivität. Angewandte Chemie 2024, 136 (49) https://doi.org/10.1002/ange.202412622
    43. Feng Shui, Yunqin Zhang, Mao Yi, Xiongli Liu, Lin Li, Shuo Zhang, Yongshen Zheng, Yongtao Yao, Qiao Zhao, Baiyan Li, Xianhe Bu. Porous organic cages as a novel platform for second harmonic generation. Science China Chemistry 2024, 67 (11) , 3669-3674. https://doi.org/10.1007/s11426-024-2162-5
    44. Miguel Ramos, Miquel Solà, Albert Poater. Hydrophenoxylation of alkynes by gold catalysts: a mini review. Journal of Molecular Modeling 2024, 30 (10) https://doi.org/10.1007/s00894-024-06152-3
    45. Francesca Bordignon, Roberto Calmanti, Alvise Perosa, Fabrizio Fabris, Alessandro Scarso. Confinement Effects in Catalysis: Steering the Product Selectivity in Cannabidiol Isomerization by the Resorcinarene Supramolecular Capsule. ChemCatChem 2024, 16 (16) https://doi.org/10.1002/cctc.202400278
    46. Sarit Slovak, Tamar Salem, Inbar Horin, Liat Avram, Yoram Cohen. Advanced 19 F-NMR studies shed new light on encapsulation of isosteric guests in the hexameric capsules of resorcin[4]arenes and pyrogallol[4]arenes. Organic Chemistry Frontiers 2024, 11 (12) , 3294-3301. https://doi.org/10.1039/D4QO00261J
    47. Xujun Qiu, Jasmin Seibert, Olaf Fuhr, Frank Biedermann, Stefan Bräse. Reversing the stereoselectivity of intramolecular [2+2] photocycloaddition utilizing cucurbit[8]uril as a molecular flask. Chemical Communications 2024, 60 (24) , 3267-3270. https://doi.org/10.1039/D3CC05783F
    48. Xin Han, Luyao Ding, Xin-Qi Hao, Yujing Guo, Linlin Shi. A water-soluble supermolecular cage for artificial light-harvesting nanoreactors. Green Synthesis and Catalysis 2024, 111 https://doi.org/10.1016/j.gresc.2024.01.007
    49. Azin Kharazmi, Ramin Ghorbani-Vaghei, Ardeshir Khazaei, Idris Karakaya, Rahman Karimi-Nami. A cost-efficient method for green synthesis of novel derivatives lower-rim-connected bisresorcinarene macrocycles in large-scale by sodium p-styrenesulfonate. Current Research in Green and Sustainable Chemistry 2024, 8 , 100396. https://doi.org/10.1016/j.crgsc.2024.100396
    50. Miao Yang, Xun Chen, Yifei Xie, El-Sayed M. El-Sayed, Ning Xu, Wenjing Wang, Kongzhao Su, Daqiang Yuan. Post-synthetic metalation of organic cage for enhanced porosity and catalytic performance. Science China Chemistry 2023, 66 (6) , 1763-1770. https://doi.org/10.1007/s11426-022-1562-8
    51. Pengcheng Gao, Michal Szostak. Hydration reactions catalyzed by transition metal–NHC (NHC = N-heterocyclic carbene) complexes. Coordination Chemistry Reviews 2023, 485 , 215110. https://doi.org/10.1016/j.ccr.2023.215110
    52. Shinnosuke Horiuchi, Mikihiro Hayashi, Keisuke Umakoshi. Noncovalent tailoring of coordination complexes by resorcin[4]arene-based supramolecular hosts. Dalton Transactions 2023, 52 (20) , 6604-6618. https://doi.org/10.1039/D3DT00710C
    53. Emanuele Spatola, Federico Frateloreto, Daniele Del Giudice, Giorgio Olivo, Stefano Di Stefano. Cyclization reactions in confined space. Current Opinion in Colloid & Interface Science 2023, 64 , 101680. https://doi.org/10.1016/j.cocis.2023.101680
    54. Yan Liu, Shou‐Heng Liao, Wen‐Tao Dai, Qixia Bai, Shuai Lu, Heng Wang, Xiaopeng Li, Zhe Zhang, Pingshan Wang, Wei Lu, Qi Zhang. Controlled Construction of Heteroleptic [Pd 2 (L A ) 2 (L B )(L C )] 4+ Cages: A Facile Approach for Site‐Selective endo‐Functionalization of Supramolecular Cavities. Angewandte Chemie 2023, 135 (6) https://doi.org/10.1002/ange.202217215
    55. Yan Liu, Shou‐Heng Liao, Wen‐Tao Dai, Qixia Bai, Shuai Lu, Heng Wang, Xiaopeng Li, Zhe Zhang, Pingshan Wang, Wei Lu, Qi Zhang. Controlled Construction of Heteroleptic [Pd 2 (L A ) 2 (L B )(L C )] 4+ Cages: A Facile Approach for Site‐Selective endo‐Functionalization of Supramolecular Cavities. Angewandte Chemie International Edition 2023, 62 (6) https://doi.org/10.1002/anie.202217215
    56. Wenjie Zhu, Zhenchuang Xu, Yu-Cheng Gu, Yanchuan Zhao. Research Progress on Organic Cation Receptors Based on Molecular Containers. Chinese Journal of Organic Chemistry 2023, 43 (9) , 2991. https://doi.org/10.6023/cjoc202303028
    57. Piet W.N.M. van Leeuwen, Zoraida Freixa, Israel Cano. An introduction to chirality. 2023, 1-96. https://doi.org/10.1016/bs.acat.2023.10.001
    58. Péter Szuroczki, Anikó Takátsy, Zsolt Csók, Tímea R. Kégl, László Kollár. Unexpected selectivities in transition metal-catalyzed hydroformylation of vinyl-substituted cavitands. Molecular Catalysis 2023, 535 , 112837. https://doi.org/10.1016/j.mcat.2022.112837
    59. Shaima Hkiri, Maxime Steinmetz, Rachel Schurhammer, David Sémeril. Encapsulated Neutral Ruthenium Catalyst for Substrate‐Selective Oxidation of Alcohols. Chemistry – A European Journal 2022, 28 (58) https://doi.org/10.1002/chem.202201887
    60. A. Yu. Ziganshina, E. E. Mansurova, I. S. Antipin. Colloids Based on Calixresorcins for the Adsorption, Conversion, and Delivery of Bioactive Substances. Colloid Journal 2022, 84 (5) , 518-529. https://doi.org/10.1134/S1061933X22700028
    61. Sibaprasad Maity, Annada C Maity, Avijit kumar Das, Gourisankar Roymahapatra, Shyamaprosad Goswami, Tarun Kanti Mandal. Colorimetric and theoretical investigation of coumarin based chemosensor for selective detection of fluoride. Journal of Molecular Structure 2022, 1264 , 133228. https://doi.org/10.1016/j.molstruc.2022.133228
    62. Tian-Ren Li, Fabian Huck, GiovanniMaria Piccini, Konrad Tiefenbacher. Mimicry of the proton wire mechanism of enzymes inside a supramolecular capsule enables β-selective O-glycosylations. Nature Chemistry 2022, 14 (9) , 985-994. https://doi.org/10.1038/s41557-022-00981-6
    63. Karim Muratov, Fabien Gagosz. Confinement‐Induced Selectivities in Gold(I) Catalysis—The Benefit of Using Bulky Tri‐( ortho ‐biaryl)phosphine Ligands. Angewandte Chemie 2022, 134 (28) https://doi.org/10.1002/ange.202203452
    64. Karim Muratov, Fabien Gagosz. Confinement‐Induced Selectivities in Gold(I) Catalysis—The Benefit of Using Bulky Tri‐( ortho ‐biaryl)phosphine Ligands. Angewandte Chemie International Edition 2022, 61 (28) https://doi.org/10.1002/anie.202203452
    65. Leonidas‐Dimitrios Syntrivanis, Konrad Tiefenbacher. Catalysis Inside the Hexameric Resorcinarene Capsule: Toward Addressing Current Challenges in Synthetic Organic Chemistry. 2022, 321-334. https://doi.org/10.1002/9783527832033.ch22
    66. Giorgio Strukul, Fabrizio Fabris, Alessandro Scarso. Resorcin[4]arene Hexamer: From Nanocontainer to Nanocatalyst. 2022, 347-359. https://doi.org/10.1002/9783527832033.ch24
    67. Tommaso Lorenzetto, Fabrizio Fabris, Alessandro Scarso. A resorcin[4]arene hexameric capsule as a supramolecular catalyst in elimination and isomerization reactions. Beilstein Journal of Organic Chemistry 2022, 18 , 337-349. https://doi.org/10.3762/bjoc.18.38
    68. Prodip Howlader, Michael Schmittel. Heteroleptic metallosupramolecular aggregates / complexation for supramolecular catalysis. Beilstein Journal of Organic Chemistry 2022, 18 , 597-630. https://doi.org/10.3762/bjoc.18.62
    69. Md Bin Yeamin, Josep Duran, Sílvia Simon, Nikolaos V. Tzouras, Steven P. Nolan, Albert Poater. Unveiling the complexity of the dual gold(I) catalyzed intermolecular hydroamination of alkynes leading to vinylazoles. Molecular Catalysis 2022, 518 , 112090. https://doi.org/10.1016/j.mcat.2021.112090
    70. Ganghuo Pan, Chunhua Hu, Song Hong, Huaping Li, Dongdong Yu, Chengqian Cui, Qiaosheng Li, Nianjie Liang, Ying Jiang, Lirong Zheng, Lei Jiang, Yuzhou Liu. Biomimetic caged platinum catalyst for hydrosilylation reaction with high site selectivity. Nature Communications 2021, 12 (1) https://doi.org/10.1038/s41467-020-20233-w
    71. Kongzhao Su, Wenjing Wang, Shunfu Du, Chunqing Ji, Daqiang Yuan. Efficient ethylene purification by a robust ethane-trapping porous organic cage. Nature Communications 2021, 12 (1) https://doi.org/10.1038/s41467-021-24042-7
    72. Jia Li, Xujun Li, Lei Sun, Xiaoshuang Wang, Lixia Yuan, Lingang Wu, Xiang Liu, Yanlan Wang. Syntheses of Triangular Gold Complexes and Their Applications in Hydroamination Reaction. European Journal of Inorganic Chemistry 2021, 2021 (40) , 4230-4237. https://doi.org/10.1002/ejic.202100572
    73. Sílvia Escayola, Jordi Poater, Miguel Ramos, Jesús Antonio Luque‐Urrutia, Josep Duran, Sílvia Simon, Miquel Solà, Luigi Cavallo, Steven P. Nolan, Albert Poater. Chelation enforcing a dual gold configuration in the catalytic hydroxyphenoxylation of alkynes. Applied Organometallic Chemistry 2021, 35 (10) https://doi.org/10.1002/aoc.6362
    74. Igor S. Antipin, Mikhail V. Alfimov, Vladimir V. Arslanov, Vladimir A. Burilov, Sergey Z. Vatsadze, Yan Z. Voloshin, Konstantin P. Volcho, Valery V. Gorbatchuk, Yulia G. Gorbunova, Sergey P. Gromov, Semyon V. Dudkin, Sergei Yu. Zaitsev, Lucia Ya. Zakharova, Marat A. Ziganshin, Anna V. Zolotukhina, Maria A. Kalinina, Eduard A. Karakhanov, Ruslan R. Kashapov, Oskar I. Koifman, Alexander I. Konovalov, Vladimir S. Korenev, Anton L. Maksimov, Nugzar Zh. Mamardashvili, Galina M. Mamardashvili, Alexander G. Martynov, Asiya R. Mustafina, Ramil I. Nugmanov, Alexander S. Ovsyannikov, Pavel L. Padnya, Andrei S. Potapov, Sofiya L. Selektor, Maxim N. Sokolov, Svetlana E. Solovieva, Ivan I. Stoikov, Pavel A. Stuzhin, Evgenii V. Suslov, Evgeny N. Ushakov, Vladimir P. Fedin, Svetlana V. Fedorenko, Olga A. Fedorova, Yury V. Fedorov, Sergei N. Chvalun, Aslan Yu. Tsivadze, Sergei N. Shtykov, Dmitriy N. Shurpik, Maxim A. Shcherbina, Luidmila S. Yakimova. Functional supramolecular systems: design and applications. Russian Chemical Reviews 2021, 90 (8) , 895-1107. https://doi.org/10.1070/RCR5011
    75. G. Borsato, F. Fabris, A. Scarso. Properties and Reactivities of Metal Complexes Within Organic Nanocontainers. 2021, 167-205. https://doi.org/10.1039/9781788019705-00167
    76. Daria Sokolova, Konrad Tiefenbacher. Optimized iminium-catalysed 1,4-reductions inside the resorcinarene capsule: achieving >90% ee with proline as catalyst. RSC Advances 2021, 11 (40) , 24607-24612. https://doi.org/10.1039/D1RA04333A
    77. Giorgio Olivo, Giorgio Capocasa, Daniele Del Giudice, Osvaldo Lanzalunga, Stefano Di Stefano. New horizons for catalysis disclosed by supramolecular chemistry. Chemical Society Reviews 2021, 50 (13) , 7681-7724. https://doi.org/10.1039/D1CS00175B
    78. Guotai Li, Fanny Trausel, Michelle P. van der Helm, Benjamin Klemm, Tobias G. Brevé, Susan A. P. van Rossum, Muhamad Hartono, Harm H. P. J. Gerlings, Matija Lovrak, Jan H. van Esch, Rienk Eelkema. Tuneable Control of Organocatalytic Activity through Host–Guest Chemistry. Angewandte Chemie 2021, 133 (25) , 14141-14148. https://doi.org/10.1002/ange.202102227
    79. Guotai Li, Fanny Trausel, Michelle P. van der Helm, Benjamin Klemm, Tobias G. Brevé, Susan A. P. van Rossum, Muhamad Hartono, Harm H. P. J. Gerlings, Matija Lovrak, Jan H. van Esch, Rienk Eelkema. Tuneable Control of Organocatalytic Activity through Host–Guest Chemistry. Angewandte Chemie International Edition 2021, 60 (25) , 14022-14029. https://doi.org/10.1002/anie.202102227
    80. Oscar González-Belman, Artur Brotons-Rufes, Michele Tomasini, Laura Falivene, Lucia Caporaso, Jose Jiménez-Halla, Albert Poater. Towards Dual-Metal Catalyzed Hydroalkoxylation of Alkynes. Catalysts 2021, 11 (6) , 704. https://doi.org/10.3390/catal11060704
    81. Carmine Gaeta, Pellegrino La Manna, Margherita De Rosa, Annunziata Soriente, Carmen Talotta, Placido Neri. Supramolecular Catalysis with Self‐Assembled Capsules and Cages: What Happens in Confined Spaces. ChemCatChem 2021, 13 (7) , 1638-1658. https://doi.org/10.1002/cctc.202001570
    82. Shinnosuke Horiuchi, Keisuke Umakoshi. Emissive Supramolecular Systems Based on Reversible Bond Formation and Noncovalent Interactions. The Chemical Record 2021, 21 (3) , 469-479. https://doi.org/10.1002/tcr.202000125
    83. Hui-Ying Tong, Jun Liang, Qiu-Jin Wu, Yu-Huang Zou, Yuan-Biao Huang, Rong Cao. Soluble imidazolium-functionalized coordination cages for efficient homogeneous catalysis of CO 2 cycloaddition reactions. Chemical Communications 2021, 57 (17) , 2140-2143. https://doi.org/10.1039/D0CC08098E
    84. Xiaolei Zhu, Guangcan Xu, Lise‐Marie Chamoreau, Yongmin Zhang, Virginie Mouriès‐Mansuy, Louis Fensterbank, Olivia Bistri‐Aslanoff, Sylvain Roland, Matthieu Sollogoub. Permethylated NHC‐Capped α‐ and β‐Cyclodextrins (ICyD Me ) Regioselective and Enantioselective Gold‐Catalysis in Pure Water. Chemistry – A European Journal 2020, 26 (68) , 15901-15909. https://doi.org/10.1002/chem.202001990
    85. Antoine Meunier, Michael L. Singleton, Brice Kauffmann, Thierry Granier, Guillaume Lautrette, Yann Ferrand, Ivan Huc. Aromatic foldamers as scaffolds for metal second coordination sphere design. Chemical Science 2020, 11 (44) , 12178-12186. https://doi.org/10.1039/D0SC05143H
    86. Bengi Özgün Öztürk, Begüm Çetinel, Solmaz Karabulut Şehitoğlu. Encapsulation of N ‐heterocyclic carbene–gold (I) catalysts within magnetic core/shell silica gels: A reusable alkyne hydration catalyst. Applied Organometallic Chemistry 2020, 34 (9) https://doi.org/10.1002/aoc.5686
    87. Lukas J. Jongkind, Maryam Rahimi, David Poole, Stephanie J. Ton, Deryn E. Fogg, Joost N. H. Reek. Protection of Ruthenium Olefin Metathesis Catalysts by Encapsulation in a Self‐assembled Resorcinarene Capsule. ChemCatChem 2020, 12 (16) , 4019-4023. https://doi.org/10.1002/cctc.202000111
    88. Shinnosuke Horiuchi, Chiharu Matsuo, Eri Sakuda, Yasuhiro Arikawa, Guido H. Clever, Keisuke Umakoshi. Anion-mediated encapsulation-induced emission enhancement of an Ir III complex within a resorcin[4]arene hexameric capsule. Dalton Transactions 2020, 49 (25) , 8472-8477. https://doi.org/10.1039/D0DT01485K
    89. Guangcan Xu, Sébastien Leloux, Pinglu Zhang, Jorge Meijide Suárez, Yongmin Zhang, Etienne Derat, Mickaël Ménand, Olivia Bistri‐Aslanoff, Sylvain Roland, Tom Leyssens, Olivier Riant, Matthieu Sollogoub. Capturing the Monomeric (L)CuH in NHC‐Capped Cyclodextrin: Cavity‐Controlled Chemoselective Hydrosilylation of α,β‐Unsaturated Ketones. Angewandte Chemie 2020, 132 (19) , 7661-7667. https://doi.org/10.1002/ange.202001733
    90. Guangcan Xu, Sébastien Leloux, Pinglu Zhang, Jorge Meijide Suárez, Yongmin Zhang, Etienne Derat, Mickaël Ménand, Olivia Bistri‐Aslanoff, Sylvain Roland, Tom Leyssens, Olivier Riant, Matthieu Sollogoub. Capturing the Monomeric (L)CuH in NHC‐Capped Cyclodextrin: Cavity‐Controlled Chemoselective Hydrosilylation of α,β‐Unsaturated Ketones. Angewandte Chemie International Edition 2020, 59 (19) , 7591-7597. https://doi.org/10.1002/anie.202001733
    91. Miguel Ramos, Jordi Poater, Nery Villegas‐Escobar, Martí Gimferrer, Alejandro Toro‐Labbé, Luigi Cavallo, Albert Poater. Phenoxylation of Alkynes through Mono‐ and Dual Activation Using Group 11 (Cu, Ag, Au) Catalysts. European Journal of Inorganic Chemistry 2020, 2020 (11-12) , 1123-1134. https://doi.org/10.1002/ejic.201901220
    92. Ankita Katiyar, Julia C. Freire Sovierzoski, Paul B. Calio, Anthony A. Vartia, Ward H. Thompson. Water plays a dynamical role in a hydrogen-bonded, hexameric supramolecular assembly. Physical Chemistry Chemical Physics 2020, 22 (11) , 6167-6175. https://doi.org/10.1039/C9CP06874K
    93. Yingying Du, Fang Yao, Rongli Zhang, Mingzhong Cai. A heterogeneous gold(I)-catalyzed regioselective hydration of propargyl acetates toward α-acyloxy methyl ketones. Journal of Organometallic Chemistry 2020, 910 , 121136. https://doi.org/10.1016/j.jorganchem.2020.121136
    94. Javier Luis-Barrerra, Rafael Cano, Ghazaleh Imani-Shakibaei, Javier Heras-Domingo, Javier Pérez-Carvajal, Inhar Imaz, Daniel Maspoch, Xavier Solans-Monfort, José Alemán, Rubén Mas-Ballesté. Switching acidic and basic catalysis through supramolecular functionalization in a porous 3D covalent imine-based material. Catalysis Science & Technology 2019, 9 (21) , 6007-6014. https://doi.org/10.1039/C9CY01527B
    95. Tam D. Ho, Michael P. Schramm. Au‐Cavitand Catalyzed Alkyne‐Acid Cyclizations. European Journal of Organic Chemistry 2019, 2019 (33) , 5678-5684. https://doi.org/10.1002/ejoc.201900829
    96. Qiong Xie, Yu Zhao, Dandan Chen, Jun Zhu. Probing Reaction Mechanism of [1,5]‐Migration in Pyrrolium and Pyrrole Derivatives: Activation of a Stronger Bond in Electropositive Groups Becomes Easier. Chemistry – An Asian Journal 2019, 14 (15) , 2604-2610. https://doi.org/10.1002/asia.201900440
    97. Xingyu Xu, Zengyu Zhang, Shiqing Huang, Lei Cao, Wei Liu, Xiaoyu Yan. 4-Halo-1,2,3-triazolylidenes: stable carbenes featuring halogen bonding. Dalton Transactions 2019, 48 (20) , 6931-6941. https://doi.org/10.1039/C9DT01018A
    98. Shinnosuke Horiuchi, Hiroto Tanaka, Eri Sakuda, Yasuhiro Arikawa, Keisuke Umakoshi. Encapsulation condition dependent photophysical properties of polypyridyl Ru( ii ) complexes within a hydrogen-bonded capsule. Dalton Transactions 2019, 48 (16) , 5156-5160. https://doi.org/10.1039/C9DT00737G
    99. Carmine Gaeta, Carmen Talotta, Margherita De Rosa, Pellegrino La Manna, Annunziata Soriente, Placido Neri. The Hexameric Resorcinarene Capsule at Work: Supramolecular Catalysis in Confined Spaces. Chemistry – A European Journal 2019, 25 (19) , 4899-4913. https://doi.org/10.1002/chem.201805206
    100. Yujie Zhu, Julius Rebek Jr, Yang Yu. Cyclizations catalyzed inside a hexameric resorcinarene capsule. Chemical Communications 2019, 55 (25) , 3573-3577. https://doi.org/10.1039/C9CC01611B
    Load more citations

    Journal of the American Chemical Society

    Cite this: J. Am. Chem. Soc. 2011, 133, 9, 2848–2851
    Click to copy citationCitation copied!
    https://doi.org/10.1021/ja111106x
    Published February 14, 2011
    Copyright © 2011 American Chemical Society

    Article Views

    4592

    Altmetric

    -

    Citations

    Learn about these metrics

    Article Views are the COUNTER-compliant sum of full text article downloads since November 2008 (both PDF and HTML) across all institutions and individuals. These metrics are regularly updated to reflect usage leading up to the last few days.

    Citations are the number of other articles citing this article, calculated by Crossref and updated daily. Find more information about Crossref citation counts.

    The Altmetric Attention Score is a quantitative measure of the attention that a research article has received online. Clicking on the donut icon will load a page at altmetric.com with additional details about the score and the social media presence for the given article. Find more information on the Altmetric Attention Score and how the score is calculated.