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Double-Circularly Connected Saloph-Belt Macrocycles Generated from a Bis-Armed Bifunctional Monomer

  • Takashi Nakamura
    Takashi Nakamura
    Graduate School of Pure and Applied Sciences and Tsukuba Research Center for Energy Materials Science (TREMS), University of Tsukuba, 1-1-1 Tennodai, Tsukuba, Ibaraki 305-8571, Japan
  • Shinnosuke Tsukuda
    Shinnosuke Tsukuda
    Graduate School of Pure and Applied Sciences and Tsukuba Research Center for Energy Materials Science (TREMS), University of Tsukuba, 1-1-1 Tennodai, Tsukuba, Ibaraki 305-8571, Japan
  • , and 
  • Tatsuya Nabeshima*
    Tatsuya Nabeshima
    Graduate School of Pure and Applied Sciences and Tsukuba Research Center for Energy Materials Science (TREMS), University of Tsukuba, 1-1-1 Tennodai, Tsukuba, Ibaraki 305-8571, Japan
    *[email protected]
Cite this: J. Am. Chem. Soc. 2019, 141, 16, 6462–6467
Publication Date (Web):April 8, 2019
https://doi.org/10.1021/jacs.9b00171
Copyright © 2019 American Chemical Society
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Supporting Info (3)»

Abstract

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Belt-shaped macrocycles possessing saloph units as their walls have been generated by the double-circular connection of a bis-armed bifunctional monomer bearing both o-phenylenediamine and salicylaldehyde functionalities. The saloph-belt macrocycles showed unique properties, such as the selective inclusion of fullerenes (Ka(C70)/Ka(C60) > 100), utilizing their rigid scaffolds.

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The Supporting Information is available free of charge on the ACS Publications website at DOI: 10.1021/jacs.9b00171.

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Cited By


This article is cited by 12 publications.

  1. Xingmao Chang, Simin Lin, Gang Wang, Congdi Shang, Zhaolong Wang, Kaiqiang Liu, Yu Fang, Peter J. Stang. Self-Assembled Perylene Bisimide-Cored Trigonal Prism as an Electron-Deficient Host for C60 and C70 Driven by “Like Dissolves Like”. Journal of the American Chemical Society 2020, 142 (37) , 15950-15960. https://doi.org/10.1021/jacs.0c06623
  2. Timothy A. Barendt, William K. Myers, Stuart P. Cornes, Maria A. Lebedeva, Kyriakos Porfyrakis, Igor Marques, Vítor Félix, Paul D. Beer. The Green Box: An Electronically Versatile Perylene Diimide Macrocyclic Host for Fullerenes. Journal of the American Chemical Society 2020, 142 (1) , 349-364. https://doi.org/10.1021/jacs.9b10929
  3. Ji-Fa Wang, Tao Feng, Ya-Juan Li, Yin-Xia Sun, Wen-Kui Dong, Yu-Jie Ding. Novel structurally characterized Co(II) metal-organic framework and Cd(II) coordination polymer self-assembled from a pyridine-terminal salamo-like ligand bearing various coordination modes. Journal of Molecular Structure 2021, 1231 , 129950. https://doi.org/10.1016/j.molstruc.2021.129950
  4. Ji-Fa Wang, Xin Xu, Ruo-Nan Bian, Wen-Kui Dong, Yu-Jie Ding. Investigation on structurally different Cu(II) and Ni(II) complexes constructed from a novel pyridine-terminal salamo-like ligand. Inorganica Chimica Acta 2021, 516 , 120095. https://doi.org/10.1016/j.ica.2020.120095
  5. Ruo-Nan Bian, Xin Xu, Tao Feng, Wen-Kui Dong. A novel O-phenanthroline-based bis(half-salamo)-like chemical sensor: For rapid and efficient continuous recognition of Cu2+, HPO42− and H2PO4−. Inorganica Chimica Acta 2021, 516 , 120098. https://doi.org/10.1016/j.ica.2020.120098
  6. Mohammad T. Chaudhry, Miguel A. Soto, Francesco Lelj, Mark J. MacLachlan. Diverse binding of cationic guests by highly substituted [3 + 3] Schiff-base macrocycles. Organic Chemistry Frontiers 2021, 89 https://doi.org/10.1039/D0QO01568G
  7. Xin Xu, Ruo-Nan Bian, Shuang-Zhu Guo, Wen-Kui Dong, Yu-Jie Ding. A new asymmetric salamo-based chemical sensor for dual channel detection of Cu2+ and B4O72−. Inorganica Chimica Acta 2020, 513 , 119945. https://doi.org/10.1016/j.ica.2020.119945
  8. Ruo-Nan Bian, Ji-Fa Wang, Ya-Juan Li, Yang Zhang, Wen-Kui Dong. Fluorescent chemical sensor based on double N2O2 cavities for continuous recognition of Cu2+ and Al3+. Journal of Photochemistry and Photobiology A: Chemistry 2020, 403 , 112829. https://doi.org/10.1016/j.jphotochem.2020.112829
  9. S.-Z. Guo, Y.-J. Li, S.-S. Feng, W.-K. Dong. Structural Characterization, Hirshfeld Analyses, Fluorescence, and Catalytic Oxidase Properties of New Cu(II) and Co(II) Halogen-Substituted Salamo-Based Complexes. Russian Journal of General Chemistry 2020, 90 (12) , 2435-2443. https://doi.org/10.1134/S107036322012035X
  10. J.-F. Wang, P. Li, L.-L. Li, W.-K. Dong. A Perspective on Molecular Structure and Experimental-Computational Characterization of a Novel Cd(II) Pyridine-Terminal Salamo-like Coordination Polymer. Russian Journal of General Chemistry 2020, 90 (10) , 1997-2003. https://doi.org/10.1134/S1070363220100242
  11. Xin Xu, Ji-Fa Wang, Ruo-Nan Bian, Li Zhao. Synthesis, structure, Hirshfeld analysis and fluorescence properties of a new asymmetric salamo-based ligand and its Cu(II) complex involving oxime oxygen coordination. Journal of Coordination Chemistry 2020, 73 (15) , 2209-2223. https://doi.org/10.1080/00958972.2020.1822524
  12. Melissa L. Ball, Boyuan Zhang, Tianren Fu, Ayden M. Schattman, Daniel W. Paley, Fay Ng, Latha Venkataraman, Colin Nuckolls, Michael L. Steigerwald. The importance of intramolecular conductivity in three dimensional molecular solids. Chemical Science 2019, 10 (40) , 9339-9344. https://doi.org/10.1039/C9SC03144H

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