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
ACS Publications. Most Trusted. Most Cited. Most Read
Synthesis and Properties of [9]Cyclo-1,4-naphthylene: A π-Extended Carbon Nanoring
My Activity

Figure 1Loading Img
    Communication

    Synthesis and Properties of [9]Cyclo-1,4-naphthylene: A π-Extended Carbon Nanoring
    Click to copy article linkArticle link copied!

    View Author Information
    Department of Chemistry, Graduate School of Science, Nagoya University, Nagoya 464-8602, Japan
    Other Access OptionsSupporting Information (2)

    Journal of the American Chemical Society

    Cite this: J. Am. Chem. Soc. 2012, 134, 6, 2962–2965
    Click to copy citationCitation copied!
    https://doi.org/10.1021/ja300001g
    Published January 31, 2012
    Copyright © 2012 American Chemical Society

    Abstract

    Click to copy section linkSection link copied!
    Abstract Image

    The first synthesis of a π-extended carbon nanoring, [9]cyclo-1,4-naphthylene ([9]CN), has been achieved. Careful structure–property analyses uncovered a number of unique features of [9]CN that are quite different from those of [9]CPP, a simple carbon nanoring.

    Copyright © 2012 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 procedures, characterization of data for all new compounds, crystallographic data for trans-1 and 2 (CIF), and details of photophysical and computational studies. 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!

    This article is cited by 169 publications.

    1. Andrew T. Krasley, Eugene Li, Jesus M. Galeana, Chandima Bulumulla, Abraham G. Beyene, Gozde S. Demirer. Carbon Nanomaterial Fluorescent Probes and Their Biological Applications. Chemical Reviews 2024, 124 (6) , 3085-3185. https://doi.org/10.1021/acs.chemrev.3c00581
    2. Oday A. Al-Owaedi. Carbon Nanohoops: Multiple Molecular Templates for Exploring Spectroscopic, Electronic, and Thermoelectric Properties. ACS Omega 2024, 9 (9) , 10610-10620. https://doi.org/10.1021/acsomega.3c08944
    3. Dhrubajyoti Talukdar, Jinti Moni Kumar, Bappaditya Gole. Self-assembled Macrocycles: Design Strategies and Emerging Functions. Crystal Growth & Design 2023, 23 (11) , 7582-7611. https://doi.org/10.1021/acs.cgd.3c00677
    4. Yuki Hayashi, Shuichi Suzuki, Takanori Suzuki, Yusuke Ishigaki. Dibenzotropylium-Capped Orthogonal Geometry Enabling Isolation and Examination of a Series of Hydrocarbons with Multiple 14π-Aromatic Units. Journal of the American Chemical Society 2023, 145 (4) , 2596-2608. https://doi.org/10.1021/jacs.2c12574
    5. Wojciech Stawski, Jeff M. Van Raden, Connor W. Patrick, Peter N. Horton, Simon J. Coles, Harry L. Anderson. Strained Porphyrin Tape–Cycloparaphenylene Hybrid Nanorings. Organic Letters 2023, 25 (2) , 378-383. https://doi.org/10.1021/acs.orglett.2c04089
    6. Soumyadip Hore, Abhijeet Singh, Shreemoyee De, Neetu Singh, Vincent Gandon, Ravi P. Singh. Polyarylquinone Synthesis by Relayed Dehydrogenative [2 + 2 + 2] Cycloaddition. ACS Catalysis 2022, 12 (10) , 6227-6237. https://doi.org/10.1021/acscatal.2c00175
    7. Jinyi Wang, Xinyu Zhang, Hongxing Jia, Shengda Wang, Pingwu Du. Large π-Extended and Curved Carbon Nanorings as Carbon Nanotube Segments. Accounts of Chemical Research 2021, 54 (22) , 4178-4190. https://doi.org/10.1021/acs.accounts.1c00505
    8. Yuanming Li, Hideya Kono, Takehisa Maekawa, Yasutomo Segawa, Akiko Yagi, Kenichiro Itami. Chemical Synthesis of Carbon Nanorings and Nanobelts. Accounts of Materials Research 2021, 2 (8) , 681-691. https://doi.org/10.1021/accountsmr.1c00105
    9. V. M. Freixas, N. Oldani, R. Franklin-Mergarejo, S. Tretiak, S. Fernandez-Alberti. Electronic Energy Relaxation in a Photoexcited Fully Fused Edge-Sharing Carbon Nanobelt. The Journal of Physical Chemistry Letters 2020, 11 (12) , 4711-4719. https://doi.org/10.1021/acs.jpclett.0c01351
    10. M. Moral, A. Navarro, A. J. Pérez-Jiménez, J. C. Sancho-García. Nature (Hole or Electron) of Charge-Transfer Ability of Substituted Cyclopyrenylene Hoop-Shaped Compounds. The Journal of Physical Chemistry A 2020, 124 (18) , 3555-3563. https://doi.org/10.1021/acs.jpca.9b09869
    11. Tatsuya Kawanishi, Kosuke Ishida, Eiichi Kayahara, Shigeru Yamago. Selective and Gram-Scale Synthesis of [8]Cycloparaphenylene. The Journal of Organic Chemistry 2020, 85 (4) , 2082-2091. https://doi.org/10.1021/acs.joc.9b02844
    12. Youzhi Xu, Sebastian Gsänger, Martin B. Minameyer, Inhar Imaz, Daniel Maspoch, Oleksandr Shyshov, Fabian Schwer, Xavi Ribas, Thomas Drewello, Bernd Meyer, Max von Delius. Highly Strained, Radially π-Conjugated Porphyrinylene Nanohoops. Journal of the American Chemical Society 2019, 141 (46) , 18500-18507. https://doi.org/10.1021/jacs.9b08584
    13. Yasutomo Segawa, David R. Levine, Kenichiro Itami. Topologically Unique Molecular Nanocarbons. Accounts of Chemical Research 2019, 52 (10) , 2760-2767. https://doi.org/10.1021/acs.accounts.9b00402
    14. Rathawat Daengngern, Cristopher Camacho, Nawee Kungwan, Stephan Irle. Theoretical Prediction and Analysis of the UV/Visible Absorption and Emission Spectra of Chiral Carbon Nanorings. The Journal of Physical Chemistry A 2018, 122 (37) , 7284-7292. https://doi.org/10.1021/acs.jpca.8b07270
    15. Paolo Della Sala, Amedeo Capobianco, Tonino Caruso, Carmen Talotta, Margherita De Rosa, Placido Neri, Andrea Peluso, and Carmine Gaeta . An Anthracene-Incorporated [8]Cycloparaphenylene Derivative as an Emitter in Photon Upconversion. The Journal of Organic Chemistry 2018, 83 (1) , 220-227. https://doi.org/10.1021/acs.joc.7b02590
    16. Shuangjiang Li, Merfat Aljhdli, Haresh Thakellapalli, Behzad Farajidizaji, Yu Zhang, Novruz G. Akhmedov, Carsten Milsmann, Brian V. Popp, and Kung K. Wang . Synthesis and Structure of a Functionalized [9]Cycloparaphenylene Bearing Three Indeno[2,1-a]fluorene-11,12-dione-2,9-diyl Units. Organic Letters 2017, 19 (15) , 4078-4081. https://doi.org/10.1021/acs.orglett.7b01866
    17. Behzad Farajidizaji, Changfeng Huang, Haresh Thakellapalli, Shuangjiang Li, Novruz G. Akhmedov, Brian V. Popp, Jeffrey L. Petersen, and Kung K. Wang . Synthesis and Characterization of Functionalized [12]Cycloparaphenylenes Containing Four Alternating Biphenyl and Naphthyl Units. The Journal of Organic Chemistry 2017, 82 (8) , 4458-4464. https://doi.org/10.1021/acs.joc.7b00397
    18. Parantap Sarkar, Zhe Sun, Toshiki Tokuhira, Motoko Kotani, Sota Sato, and Hiroyuki Isobe . Stereoisomerism in Nanohoops with Heterogeneous Biaryl Linkages of E/Z- and R/S-Geometries. ACS Central Science 2016, 2 (10) , 740-747. https://doi.org/10.1021/acscentsci.6b00240
    19. M. Moral, A. Pérez-Guardiola, E. San-Fabián, A. J. Pérez-Jiménez, and J. C. Sancho-García . Theoretical Study of Cyclic Pyrene Oligomers and Their Resemblance with Cyclic Paraphenylenes: Disclosing Structure–Property Relationships for Cyclic Nanorings. The Journal of Physical Chemistry C 2016, 120 (38) , 22069-22078. https://doi.org/10.1021/acs.jpcc.6b07573
    20. Matthew R. Golder, Curtis E. Colwell, Bryan M. Wong, Lev N. Zakharov, Jingxin Zhen, and Ramesh Jasti . Iterative Reductive Aromatization/Ring-Closing Metathesis Strategy toward the Synthesis of Strained Aromatic Belts. Journal of the American Chemical Society 2016, 138 (20) , 6577-6582. https://doi.org/10.1021/jacs.6b02240
    21. Shuangjiang Li, Changfeng Huang, Haresh Thakellapalli, Behzad Farajidizaji, Brian V. Popp, Jeffrey L. Petersen, and Kung K. Wang . Syntheses and Structures of Functionalized [9]Cycloparaphenylenes as Carbon Nanohoops Bearing Carbomethoxy and N-Phenylphthalimido Groups. Organic Letters 2016, 18 (9) , 2268-2271. https://doi.org/10.1021/acs.orglett.6b00904
    22. Yasuhiro Kuroda, Youichi Sakamoto, Toshiyasu Suzuki, Eiichi Kayahara, and Shigeru Yamago . Tetracyclo(2,7-carbazole)s: Diatropicity and Paratropicity of Inner Regions of Nanohoops. The Journal of Organic Chemistry 2016, 81 (8) , 3356-3363. https://doi.org/10.1021/acs.joc.6b00425
    23. Yasutomo Segawa, Akiko Yagi, Hideto Ito, and Kenichiro Itami . A Theoretical Study on the Strain Energy of Carbon Nanobelts. Organic Letters 2016, 18 (6) , 1430-1433. https://doi.org/10.1021/acs.orglett.6b00365
    24. Yu-Yu Liu, Jin-Yi Lin, Yi-Fan Bo, Ling-Hai Xie, Ming-Dong Yi, Xin-Wen Zhang, Hong-Mei Zhang, Teck-Peng Loh, and Wei Huang . Synthesis and Crystal Structure of Highly Strained [4]Cyclofluorene: Green-Emitting Fluorophore. Organic Letters 2016, 18 (2) , 172-175. https://doi.org/10.1021/acs.orglett.5b03038
    25. Eiichi Kayahara, Takahiko Kouyama, Tatsuhisa Kato, and Shigeru Yamago . Synthesis and Characterization of [n]CPP (n = 5, 6, 8, 10, and 12) Radical Cation and Dications: Size-Dependent Absorption, Spin, and Charge Delocalization. Journal of the American Chemical Society 2016, 138 (1) , 338-344. https://doi.org/10.1021/jacs.5b10855
    26. Vicente Martí-Centelles, Mrituanjay D. Pandey, M. Isabel Burguete, and Santiago V. Luis . Macrocyclization Reactions: The Importance of Conformational, Configurational, and Template-Induced Preorganization. Chemical Reviews 2015, 115 (16) , 8736-8834. https://doi.org/10.1021/acs.chemrev.5b00056
    27. Haresh Thakellapalli, Behzad Farajidizaji, Trevor W. Butcher, Novruz G. Akhmedov, Brian V. Popp, Jeffrey L. Petersen, and Kung K. Wang . Syntheses and Structures of Thiophene-Containing Cycloparaphenylenes and Related Carbon Nanohoops. Organic Letters 2015, 17 (14) , 3470-3473. https://doi.org/10.1021/acs.orglett.5b01514
    28. Nirmal K. Mitra, Rolande Meudom, John D. Gorden, and Bradley L. Merner . A Non-Cross-Coupling Approach to Arene-Bridged Macrocycles: Synthesis, Structure, and Direct, Regioselective Functionalization of a Cycloparaphenylene Fragment. Organic Letters 2015, 17 (11) , 2700-2703. https://doi.org/10.1021/acs.orglett.5b01102
    29. Ryuta Sekiguchi, Kei Takahashi, Jun Kawakami, Atsushi Sakai, Hiroshi Ikeda, Aya Ishikawa, Kazuchika Ohta, and Shunji Ito . Preparation of a Cyclic Polyphenylene Array for a Zigzag-Type Carbon Nanotube Segment. The Journal of Organic Chemistry 2015, 80 (10) , 5092-5110. https://doi.org/10.1021/acs.joc.5b00485
    30. Hua-Wei Jiang, Takayuki Tanaka, Hirotaka Mori, Kyu Hyung Park, Dongho Kim, and Atsuhiro Osuka . Cyclic 2,12-Porphyrinylene Nanorings as a Porphyrin Analogue of Cycloparaphenylenes. Journal of the American Chemical Society 2015, 137 (6) , 2219-2222. https://doi.org/10.1021/ja513102m
    31. Natsumi Kubota, Yasutomo Segawa, and Kenichiro Itami . η6-Cycloparaphenylene Transition Metal Complexes: Synthesis, Structure, Photophysical Properties, and Application to the Selective Monofunctionalization of Cycloparaphenylenes. Journal of the American Chemical Society 2015, 137 (3) , 1356-1361. https://doi.org/10.1021/ja512271p
    32. Bilu Liu, Jia Liu, Hai-Bei Li, Radha Bhola, Edward A. Jackson, Lawrence T. Scott, Alister Page, Stephan Irle, Keiji Morokuma, and Chongwu Zhou . Nearly Exclusive Growth of Small Diameter Semiconducting Single-Wall Carbon Nanotubes from Organic Chemistry Synthetic End-Cap Molecules. Nano Letters 2015, 15 (1) , 586-595. https://doi.org/10.1021/nl504066f
    33. Katsuma Matsui, Yasutomo Segawa, and Kenichiro Itami . All-Benzene Carbon Nanocages: Size-Selective Synthesis, Photophysical Properties, and Crystal Structure. Journal of the American Chemical Society 2014, 136 (46) , 16452-16458. https://doi.org/10.1021/ja509880v
    34. Lyudmyla Adamska, Iffat Nayyar, Hang Chen, Anna K. Swan, Nicolas Oldani, Sebastian Fernandez-Alberti, Matthew R. Golder, Ramesh Jasti, Stephen K. Doorn, and Sergei Tretiak . Self-Trapping of Excitons, Violation of Condon Approximation, and Efficient Fluorescence in Conjugated Cycloparaphenylenes. Nano Letters 2014, 14 (11) , 6539-6546. https://doi.org/10.1021/nl503133e
    35. Changfeng Huang, Yiwei Huang, Novruz G. Akhmedov, Brian V. Popp, Jeffrey L. Petersen, and Kung K. Wang . Functionalized Carbon Nanohoops: Synthesis and Structure of a [9]Cycloparaphenylene Bearing Three 5,8-Dimethoxynaphth-1,4-diyl Units. Organic Letters 2014, 16 (10) , 2672-2675. https://doi.org/10.1021/ol500904x
    36. Anne-Florence Tran-Van, Elena Huxol, Jonathan M. Basler, Markus Neuburger, Jean-Joseph Adjizian, Chris P. Ewels, and Hermann A. Wegner . Synthesis of Substituted [8]Cycloparaphenylenes by [2 + 2 + 2] Cycloaddition. Organic Letters 2014, 16 (6) , 1594-1597. https://doi.org/10.1021/ol500194s
    37. Jianlong Xia, Matthew R. Golder, Michael E. Foster, Bryan M. Wong, and Ramesh Jasti . Synthesis, Characterization, and Computational Studies of Cycloparaphenylene Dimers. Journal of the American Chemical Society 2012, 134 (48) , 19709-19715. https://doi.org/10.1021/ja307373r
    38. Haruka Omachi, Yasutomo Segawa, and Kenichiro Itami . Synthesis of Cycloparaphenylenes and Related Carbon Nanorings: A Step toward the Controlled Synthesis of Carbon Nanotubes. Accounts of Chemical Research 2012, 45 (8) , 1378-1389. https://doi.org/10.1021/ar300055x
    39. Shunpei Hitosugi, Takashi Yamasaki, and Hiroyuki Isobe . Bottom-up Synthesis and Thread-in-Bead Structures of Finite (n,0)-Zigzag Single-Wall Carbon Nanotubes. Journal of the American Chemical Society 2012, 134 (30) , 12442-12445. https://doi.org/10.1021/ja305723j
    40. Eiichi Kayahara, Yoichi Sakamoto, Toshiyasu Suzuki, and Shigeru Yamago . Selective Synthesis and Crystal Structure of [10]Cycloparaphenylene. Organic Letters 2012, 14 (13) , 3284-3287. https://doi.org/10.1021/ol301242t
    41. Katsuma Matsui, Yasutomo Segawa, and Kenichiro Itami . Synthesis and Properties of Cycloparaphenylene-2,5-pyridylidene: A Nitrogen-Containing Carbon Nanoring. Organic Letters 2012, 14 (7) , 1888-1891. https://doi.org/10.1021/ol3005112
    42. Yanqing Fan, Jing He, Shengzhu Guo, Hua Jiang. Host‐Guest Chemistry in Binary and Ternary Complexes Utilizing π‐Conjugated Carbon Nanorings. ChemPlusChem 2024, 89 (7) https://doi.org/10.1002/cplu.202300536
    43. Yunqin Zhang, Junjie Guan, Leiquan Luo, Xiao Han, Jie Wang, Yongshen Zheng, Jialiang Xu. Chiral twisted molecular carbons: Synthesis, properties, and applications. Interdisciplinary Materials 2024, 3 (4) , 453-479. https://doi.org/10.1002/idm2.12173
    44. Oday A. Al-Owaedi. Theoretical and modelling investigation of pendant groups effect on quantum interference for single-molecule junctions. RSC Advances 2024, 14 (21) , 14704-14715. https://doi.org/10.1039/D4RA01463D
    45. Rong Zhang, Dongyue An, Jiangyu Zhu, Xuefeng Lu, Yunqi Liu. Carbon Nanorings and Nanobelts: Material Syntheses, Molecular Architectures, and Applications. Advanced Functional Materials 2023, 33 (46) https://doi.org/10.1002/adfm.202305249
    46. Nobushige Kai, Hideya Kono, Akiko Yagi, Kenichiro Itami. Synthesis and Properties of Methylene-Bridged [6]Cyclo-2,6-naphthylene. Synlett 2023, 34 (12) , 1433-1436. https://doi.org/10.1055/a-2009-8219
    47. Juan P. Mora‐Fuentes, Marcos D. Codesal, Marco Reale, Carlos M. Cruz, Vicente G. Jiménez, Alice Sciortino, Marco Cannas, Fabrizio Messina, Victor Blanco, Araceli G. Campaña. Heptagon‐Containing Nanographene Embedded into [10]Cycloparaphenylene. Angewandte Chemie 2023, 135 (21) https://doi.org/10.1002/ange.202301356
    48. Juan P. Mora‐Fuentes, Marcos D. Codesal, Marco Reale, Carlos M. Cruz, Vicente G. Jiménez, Alice Sciortino, Marco Cannas, Fabrizio Messina, Victor Blanco, Araceli G. Campaña. Heptagon‐Containing Nanographene Embedded into [10]Cycloparaphenylene. Angewandte Chemie International Edition 2023, 62 (21) https://doi.org/10.1002/anie.202301356
    49. Remigiusz B. Kręcijasz, Juraj Malinčík, Tomáš Šolomek. Exploring Silyl Protecting Groups for the Synthesis of Carbon Nanohoops. Synthesis 2023, 55 (09) , 1355-1366. https://doi.org/10.1055/a-2008-9505
    50. Laura Alfonso Hernandez, Victor M. Freixas, Beatriz Rodriguez-Hernandez, Sergei Tretiak, Sebastian Fernandez-Alberti, Nicolas Oldani. Exciton-vibrational dynamics induces efficient self-trapping in a substituted nanoring. Physical Chemistry Chemical Physics 2022, 24 (39) , 24095-24104. https://doi.org/10.1039/D2CP03162K
    51. Yanling Si, Nan Qu, Guochun Yang. Exploring the photophysical properties of unusual π-conjugated porphyrin nanohoops. New Journal of Chemistry 2022, 46 (31) , 15185-15191. https://doi.org/10.1039/D2NJ01394K
    52. Shengda Wang, Xingcheng Li, Kang Wei, Xinyu Zhang, Shangfeng Yang, Guilin Zhuang, Pingwu Du. Facile Synthesis of a Conjugated Macrocyclic Nanoring with Graphenic Hexabenzocoronene Sidewall as the Segment of [12,12] Carbon Nanotubes. European Journal of Organic Chemistry 2022, 2022 (29) https://doi.org/10.1002/ejoc.202101493
    53. Indranil Roy, Arthur H. G. David, Partha Jyoti Das, David J. Pe, J. Fraser Stoddart. Fluorescent cyclophanes and their applications. Chemical Society Reviews 2022, 51 (13) , 5557-5605. https://doi.org/10.1039/D0CS00352B
    54. Fabian Schwer, Simon Zank, Markus Freiberger, Ramandeep Kaur, Stefan Frühwald, Craig C. Robertson, Andreas Görling, Thomas Drewello, Dirk M. Guldi, Max von Delius. Synthesis and C60 Binding of Aza[10]CPP and N-Methylaza[10]CPP. Organic Materials 2022, 4 (02) , 7-17. https://doi.org/10.1055/a-1814-7686
    55. Li‐Hsiang Wang, Yuki Nagashima, Masato Abekura, Hidehiro Uekusa, Gen‐ichi Konishi, Ken Tanaka. Rhodium‐Catalyzed Intermolecular Cycloaromatization Route to Cycloparaphenylenes that Exhibit Aggregation‐Induced Emission. Chemistry – A European Journal 2022, 28 (21) https://doi.org/10.1002/chem.202200064
    56. Daniel Kohrs, Jonathan Becker, Hermann A. Wegner. A Modular Synthesis of Substituted Cycloparaphenylenes. Chemistry – A European Journal 2022, 28 (8) https://doi.org/10.1002/chem.202104239
    57. Koji Takagi, Daiki Miyamoto, Hinako Yamaguchi, Isao Azumaya. Toward the Synthesis of a Belt-Shaped Cyclic π-Conjugated System Comprising para -Phenylene Framework and Amide Bridging Unit. Bulletin of the Chemical Society of Japan 2022, 95 (1) , 47-51. https://doi.org/10.1246/bcsj.20210340
    58. Yong Yang, Michal Juríček. Fullerene Wires Assembled Inside Carbon Nanohoops. ChemPlusChem 2022, 87 (1) https://doi.org/10.1002/cplu.202100468
    59. Lingyun Zhu, Wei Zeng, Menghua Li, Meijin Lin. A novel conformationally adaptive macrocyclic tetramaleimide with flipping pyrene sidewalls. Chinese Chemical Letters 2022, 33 (1) , 229-233. https://doi.org/10.1016/j.cclet.2021.06.003
    60. Qiang Shi, Xuping Wang, Bing Liu, Panyu Qiao, Jing Li, Leyong Wang. Macrocyclic host molecules with aromatic building blocks: the state of the art and progress. Chemical Communications 2021, 57 (93) , 12379-12405. https://doi.org/10.1039/D1CC04400A
    61. Li Zhang, Guilan Zhang, Hang Qu, Yogesh Todarwal, Yun Wang, Patrick Norman, Mathieu Linares, Mathieu Surin, Hui‐Jun Zhang, Jianbin Lin, Yun‐Bao Jiang. Naphthodithiophene Diimide Based Chiral π‐Conjugated Nanopillar Molecules. Angewandte Chemie 2021, 133 (46) , 24748-24753. https://doi.org/10.1002/ange.202107893
    62. Li Zhang, Guilan Zhang, Hang Qu, Yogesh Todarwal, Yun Wang, Patrick Norman, Mathieu Linares, Mathieu Surin, Hui‐Jun Zhang, Jianbin Lin, Yun‐Bao Jiang. Naphthodithiophene Diimide Based Chiral π‐Conjugated Nanopillar Molecules. Angewandte Chemie International Edition 2021, 60 (46) , 24543-24548. https://doi.org/10.1002/anie.202107893
    63. Mathias Hermann, Daniel Wassy, Birgit Esser. Conjugated Nanohoops Incorporating Donor, Acceptor, Hetero‐ or Polycyclic Aromatics. Angewandte Chemie 2021, 133 (29) , 15877-15900. https://doi.org/10.1002/ange.202007024
    64. Mathias Hermann, Daniel Wassy, Birgit Esser. Conjugated Nanohoops Incorporating Donor, Acceptor, Hetero‐ or Polycyclic Aromatics. Angewandte Chemie International Edition 2021, 60 (29) , 15743-15766. https://doi.org/10.1002/anie.202007024
    65. So Shikita, Go Watanabe, Dai Kanouchi, Junya Saito, Takuma Yasuda. Alternating Donor–Acceptor π‐Conjugated Macrocycle Exhibiting Efficient Thermally Activated Delayed Fluorescence and Spontaneous Horizontal Molecular Orientation. Advanced Photonics Research 2021, 2 (7) https://doi.org/10.1002/adpr.202100021
    66. Saber Mirzaei, Edison Castro, Raúl Hernández Sánchez. Conjugated Molecular Nanotubes. Chemistry – A European Journal 2021, 27 (34) , 8642-8655. https://doi.org/10.1002/chem.202005408
    67. Juntaro Nogami, Yuki Nagashima, Kazunori Miyamoto, Atsuya Muranaka, Masanobu Uchiyama, Ken Tanaka. Asymmetric synthesis, structures, and chiroptical properties of helical cycloparaphenylenes. Chemical Science 2021, 12 (22) , 7858-7865. https://doi.org/10.1039/D1SC00861G
    68. Andrey Yu. Rogachev, Zheng Zhou, Shuyang Liu, Zheng Wei, Tobias A. Schaub, Ramesh Jasti, Marina A. Petrukhina. Stretching [8]cycloparaphenylene with encapsulated potassium cations: structural and theoretical insights into core perturbation upon four-fold reduction and complexation. Chemical Science 2021, 12 (19) , 6526-6535. https://doi.org/10.1039/D1SC00713K
    69. Zheng Zhou, Zheng Wei, Koki Ikemoto, Sota Sato, Hiroyuki Isobe, Marina A. Petrukhina. Chemical Reduction of a Nanosized [6]Cyclo‐2,7‐naphthylene Macrocycle. Angewandte Chemie 2021, 133 (20) , 11301-11305. https://doi.org/10.1002/ange.202100942
    70. Zheng Zhou, Zheng Wei, Koki Ikemoto, Sota Sato, Hiroyuki Isobe, Marina A. Petrukhina. Chemical Reduction of a Nanosized [6]Cyclo‐2,7‐naphthylene Macrocycle. Angewandte Chemie International Edition 2021, 60 (20) , 11201-11205. https://doi.org/10.1002/anie.202100942
    71. Taisuke Matsuno, Kengo Fukunaga, Shuhei Kobayashi, Parantap Sarkar, Sota Sato, Takuji Ikeda, Hiroyuki Isobe. Crystalline Naphthylene Macrocycles Capturing Gaseous Small Molecules in Chiral Nanopores. Chemistry – An Asian Journal 2020, 15 (22) , 3829-3835. https://doi.org/10.1002/asia.202000876
    72. Ángel J. Pérez‐Jiménez, Juan C. Sancho‐García. Theoretical Insights for Materials Properties of Cyclic Organic Nanorings. Advanced Theory and Simulations 2020, 3 (10) https://doi.org/10.1002/adts.202000110
    73. Zheng Zhou, Zheng Wei, Tobias A. Schaub, Ramesh Jasti, Marina A. Petrukhina. Structural deformation and host–guest properties of doubly-reduced cycloparaphenylenes, [ n ]CPPs 2− ( n = 6, 8, 10, and 12). Chemical Science 2020, 11 (35) , 9395-9401. https://doi.org/10.1039/D0SC03072D
    74. Saber Mirzaei, Edison Castro, Raúl Hernández Sánchez. Tubularenes. Chemical Science 2020, 11 (31) , 8089-8094. https://doi.org/10.1039/D0SC03384G
    75. B. Rodríguez-Hernández, N. Oldani, A. Martínez-Mesa, L. Uranga-Piña, S. Tretiak, S. Fernandez-Alberti. Photoexcited energy relaxation and vibronic couplings in π-conjugated carbon nanorings. Physical Chemistry Chemical Physics 2020, 22 (27) , 15321-15332. https://doi.org/10.1039/D0CP01452D
    76. Xiaoping Wang, Fei Jia, Liu-Pan Yang, Hang Zhou, Wei Jiang. Conformationally adaptive macrocycles with flipping aromatic sidewalls. Chemical Society Reviews 2020, 49 (13) , 4176-4188. https://doi.org/10.1039/D0CS00341G
    77. Guangwu Li, Taisuke Matsuno, Yi Han, Hoa Phan, Shaofei Wu, Qing Jiang, Ya Zou, Hiroyuki Isobe, Jishan Wu. Benzidine/Quinoidal‐Benzidine‐Linked, Superbenzene‐Based π‐Conjugated Chiral Macrocycles and Cyclophanes. Angewandte Chemie 2020, 132 (24) , 9814-9822. https://doi.org/10.1002/ange.202002447
    78. Guangwu Li, Taisuke Matsuno, Yi Han, Hoa Phan, Shaofei Wu, Qing Jiang, Ya Zou, Hiroyuki Isobe, Jishan Wu. Benzidine/Quinoidal‐Benzidine‐Linked, Superbenzene‐Based π‐Conjugated Chiral Macrocycles and Cyclophanes. Angewandte Chemie International Edition 2020, 59 (24) , 9727-9735. https://doi.org/10.1002/anie.202002447
    79. O. B. Tomilin, E. V. Rodionova, E. A. Rodin, V. I. Soldatova, T. S. Koscheeva. Simulations of emission properties of carbon nanobelts. Fullerenes, Nanotubes and Carbon Nanostructures 2020, 28 (2) , 129-134. https://doi.org/10.1080/1536383X.2019.1680979
    80. Youzhi Xu, Max von Delius. Supramolekulare Chemie von gespannten Kohlenstoffnanoreifen. Angewandte Chemie 2020, 132 (2) , 567-582. https://doi.org/10.1002/ange.201906069
    81. Youzhi Xu, Max von Delius. The Supramolecular Chemistry of Strained Carbon Nanohoops. Angewandte Chemie International Edition 2020, 59 (2) , 559-573. https://doi.org/10.1002/anie.201906069
    82. Shigeru Yamago, Eiichi Kayahara. Synthesis and Reactions of Carbon Nanohoop. Journal of Synthetic Organic Chemistry, Japan 2019, 77 (11) , 1147-1158. https://doi.org/10.5059/yukigoseikyokaishi.77.1147
    83. Chong Zhao, Haibing Meng, Mingzhe Nie, Qiang Huang, Pingwu Du, Chunru Wang, Taishan Wang. Construction of a short metallofullerene-peapod with a spin probe. Chemical Communications 2019, 55 (77) , 11511-11514. https://doi.org/10.1039/C9CC05220H
    84. Ryo Kurosaki, Mitsuharu Suzuki, Hironobu Hayashi, Michiya Fujiki, Naoki Aratani, Hiroko Yamada. Torsional chirality generation based on cyclic oligomers constructed from an odd number of pyrenes. Chemical Communications 2019, 55 (65) , 9618-9621. https://doi.org/10.1039/C9CC03123E
    85. Yuta Nakagawa, Ryuta Sekiguchi, Jun Kawakami, Shunji Ito. Preparation of a large-sized highly flexible carbon nanohoop. Organic & Biomolecular Chemistry 2019, 17 (28) , 6843-6853. https://doi.org/10.1039/C9OB00763F
    86. Shinji Toyota, Eiji Tsurumaki. Exploration of Nano‐Saturns: A Spectacular Sphere–Ring Supramolecular System. Chemistry – A European Journal 2019, 25 (28) , 6878-6890. https://doi.org/10.1002/chem.201900039
    87. Kun Yuan, Rui‐Sheng Zhao, Meng‐Yang Li, Yan‐Zhi Liu, Zhao Yuan, Sheng‐Dun Zhao, Xiang Zhao. Noncovalent interactions between O 6 ‐corona[6]arene nanorings and fullerenes C 60 and C 70 : atypical ring ball‐shaped host‐guest systems. Journal of Physical Organic Chemistry 2019, 32 (2) https://doi.org/10.1002/poc.3892
    88. Maurizio D'Auria. The Use of D Index in the Estimation of Aromaticity: The Case of Cycloparaphenylene. Letters in Organic Chemistry 2019, 16 (2) , 134-138. https://doi.org/10.2174/1570178615666180830113618
    89. Di Wu, Wei Cheng, Xiangtao Ban, Jianlong Xia. Cycloparaphenylenes (CPPs): An Overview of Synthesis, Properties, and Potential Applications. Asian Journal of Organic Chemistry 2018, 7 (11) , 2161-2181. https://doi.org/10.1002/ajoc.201800397
    90. Shengsheng Cui, Guilin Zhuang, Dapeng Lu, Qiang Huang, Hongxing Jia, Ya Wang, Shangfeng Yang, Pingwu Du. A Three‐Dimensional Capsule‐like Carbon Nanocage as a Segment Model of Capped Zigzag [12,0] Carbon Nanotubes: Synthesis, Characterization, and Complexation with C 70. Angewandte Chemie 2018, 130 (30) , 9474-9479. https://doi.org/10.1002/ange.201804031
    91. Shengsheng Cui, Guilin Zhuang, Dapeng Lu, Qiang Huang, Hongxing Jia, Ya Wang, Shangfeng Yang, Pingwu Du. A Three‐Dimensional Capsule‐like Carbon Nanocage as a Segment Model of Capped Zigzag [12,0] Carbon Nanotubes: Synthesis, Characterization, and Complexation with C 70. Angewandte Chemie International Edition 2018, 57 (30) , 9330-9335. https://doi.org/10.1002/anie.201804031
    92. Rasel Das, Sayonthoni Das Tuhi. Carbon Nanotubes Synthesis. 2018, 27-84. https://doi.org/10.1007/978-3-319-95603-9_3
    93. Hongxing Jia, Yuyue Gao, Qiang Huang, Shengsheng Cui, Pingwu Du. Facile three-step synthesis and photophysical properties of [8]-, [9]-, and [12]cyclo-1,4-naphthalene nanorings via platinum-mediated reductive elimination. Chemical Communications 2018, 54 (8) , 988-991. https://doi.org/10.1039/C7CC07370D
    94. Tomokazu Umeyama, Hiroshi Imahori. Electron transfer and exciplex chemistry of functionalized nanocarbons: effects of electronic coupling and donor dimerization. Nanoscale Horizons 2018, 3 (4) , 352-366. https://doi.org/10.1039/C8NH00024G
    95. Dapeng Lu, Guilin Zhuang, Hongxing Jia, Jinyi Wang, Qiang Huang, Shengsheng Cui, Pingwu Du. A novel symmetrically multifunctionalized dodecamethoxy-cycloparaphenylene: synthesis, photophysical, and supramolecular properties. Organic Chemistry Frontiers 2018, 5 (9) , 1446-1451. https://doi.org/10.1039/C8QO00033F
    96. Eiichi Kayahara, Rui Qu, Shigeru Yamago. Bromination of Cycloparaphenylenes: Strain‐Induced Site‐Selective Bis‐Addition and Its Application for Late‐Stage Functionalization. Angewandte Chemie 2017, 129 (35) , 10564-10568. https://doi.org/10.1002/ange.201704982
    97. Eiichi Kayahara, Rui Qu, Shigeru Yamago. Bromination of Cycloparaphenylenes: Strain‐Induced Site‐Selective Bis‐Addition and Its Application for Late‐Stage Functionalization. Angewandte Chemie International Edition 2017, 56 (35) , 10428-10432. https://doi.org/10.1002/anie.201704982
    98. Jonathan L. Marshall, Dan Lehnherr, Benjamin D. Lindner, Rik R. Tykwinski. Reductive Aromatization/Dearomatization and Elimination Reactions to Access Conjugated Polycyclic Hydrocarbons, Heteroacenes, and Cumulenes. ChemPlusChem 2017, 82 (7) , 967-1001. https://doi.org/10.1002/cplu.201700168
    99. Yasutomo Segawa, Akiko Yagi, Kenichiro Itami. Chemical Synthesis of Cycloparaphenylenes. Physical Sciences Reviews 2017, 2 (1) https://doi.org/10.1515/psr-2016-0102
    100. Dapeng Lu, Guilin Zhuang, Haotian Wu, Song Wang, Shangfeng Yang, Pingwu Du. A Large π‐Extended Carbon Nanoring Based on Nanographene Units: Bottom‐Up Synthesis, Photophysical Properties, and Selective Complexation with Fullerene C 70. Angewandte Chemie 2017, 129 (1) , 164-168. https://doi.org/10.1002/ange.201608963
    Load all citations

    Journal of the American Chemical Society

    Cite this: J. Am. Chem. Soc. 2012, 134, 6, 2962–2965
    Click to copy citationCitation copied!
    https://doi.org/10.1021/ja300001g
    Published January 31, 2012
    Copyright © 2012 American Chemical Society

    Article Views

    6740

    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.