Home entertainment Bilayer nanographene reveals halide permeation through a benzene hole

Bilayer nanographene reveals halide permeation through a benzene hole

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  • Sun, P. Z. et al. Limits on gas impermeability of graphene. Nature 7798, 229–232 (2020).

    Article 
    ADS 
    MATH 

    Google Scholar 

  • Lozada-Hidalgo, M. et al. Sieving hydrogen isotopes through two-dimensional crystals. Science 6268, 68–70 (2016).

    Article 
    ADS 

    Google Scholar 

  • Hauser, A. W. & Schwerdtfeger, P. Nanoporous graphene membranes for efficient 3He/4He separation. J. Phys. Chem. Lett. 2, 209–213 (2012).

    Article 
    MATH 

    Google Scholar 

  • Owais, C., James, A., John, C., Dhali, R. & Swathi, R. S. Selective permeation through one-atom-thick nanoporous carbon membranes: theory reveals excellent design strategies! J. Phys. Chem. B 20, 5127–5146 (2018).

    Article 

    Google Scholar 

  • Krishnakumar, R. & Swathi, R. S. Tunable Azacrown-embedded graphene nanomeshes for ion sensing and separation. ACS Appl. Mater. Interfaces 1, 999–1010 (2017).

    Article 
    MATH 

    Google Scholar 

  • Celebi, K. et al. Ultimate permeation across atomically thin porous graphene. Science 6181, 289–292 (2014).

    Article 
    ADS 

    Google Scholar 

  • Jiang, D., Cooper, V. R. & Dai, S. Porous graphene as the ultimate membrane for gas separation. Nano Lett. 12, 4019–4024 (2009).

    Article 
    ADS 
    MATH 

    Google Scholar 

  • Sun, P. Z. et al. Exponentially selective molecular sieving through angstrom pores. Nat. Commun. 1, 7170 (2021).

    Article 
    ADS 

    Google Scholar 

  • Moreno, C. et al. Bottom-up synthesis of multifunctional nanoporous graphene. Science 360, 199–203 (2018).

    Article 
    ADS 
    CAS 
    PubMed 
    MATH 

    Google Scholar 

  • Ghosh, M., Jorissen, K. F. A., Wood, J. A. & Lammertink, R. G. H. Ion transport through perforated graphene. J. Phys. Chem. Lett. 21, 6339–6344 (2018).

    Article 

    Google Scholar 

  • O’Hern, S. C. et al. Selective ionic transport through tunable subnanometer pores in single-layer graphene membranes. Nano Lett. 3, 1234–1241 (2014).

    Article 
    ADS 
    MATH 

    Google Scholar 

  • Surwade, S. P. et al. Water desalination using nanoporous single-layer graphene. Nat. Nanotechnol. 5, 459–464 (2015).

    Article 
    ADS 
    MATH 

    Google Scholar 

  • Cohen-Tanugi, D. & Grossman, J. C. Water desalination across nanoporous graphene. Nano Lett. 7, 3602–3608 (2012).

    Article 
    ADS 

    Google Scholar 

  • Fu, Y. et al. Dehydration-determined ion selectivity of graphene subnanopores. ACS Appl. Mater. Interfaces 21, 24281–24288 (2020).

    Article 

    Google Scholar 

  • Rollings, R. C., Kuan, A. T. & Golovchenko, J. A. Ion selectivity of graphene nanopores. Nat. Commun. 1, 11408 (2016).

    Article 
    ADS 
    MATH 

    Google Scholar 

  • Sint, K., Wang, B. & Král, P. Selective ion passage through functionalized graphene nanopores. J. Am. Chem. Soc. 49, 16448–16449 (2008).

    Article 

    Google Scholar 

  • Qi, H. et al. Synergic effects of the nanopore size and surface charge on the ion selectivity of graphene membranes. J. Phys. Chem. C 1, 507–514 (2021).

    Article 
    MATH 

    Google Scholar 

  • Konatham, D., Yu, J., Ho, T. A. & Striolo, A. Simulation insights for graphene-based water desalination membranes. Langmuir 29, 11884–11897 (2013).

    Article 
    CAS 
    PubMed 

    Google Scholar 

  • Gu, Y., Qiu, Z. & Müllen, K. Nanographenes and graphene nanoribbons as multitalents of present and future materials science. J. Am. Chem. Soc. 144, 11499–11524 (2022).

    Article 
    CAS 
    PubMed 
    PubMed Central 
    MATH 

    Google Scholar 

  • Beser, U. et al. A C216-nanographene molecule with defined cavity as extended coronoid. J. Am. Chem. Soc. 138, 4322–4325 (2016).

    Article 
    CAS 
    PubMed 
    MATH 

    Google Scholar 

  • Bieri, M. et al. Porous graphenes: two-dimensional polymer synthesis with atomic precision. Chem. Commun. 2009, 6919–6921 (2009).

    Article 
    MATH 

    Google Scholar 

  • Zhao, X.-J. et al. Molecular defect-containing bilayer graphene exhibiting brightened luminescence. Sci. Adv. 6, eaay8541 (2020).

    Article 
    ADS 
    CAS 
    PubMed 
    PubMed Central 

    Google Scholar 

  • Sarker, M. et al. Porous nanographenes, graphene nanoribbons, and nanoporous graphene selectively synthesized from the same molecular precursor. J. Am. Chem. Soc. 146, 14453–14467 (2024).

    Article 
    CAS 
    PubMed 
    MATH 

    Google Scholar 

  • Jentzsch, A. V., Hennig, A., Mareda, J. & Matile, S. Synthetic ion transporters that work with anion−π interactions, halogen bonds, and anion–macrodipole interactions. Acc. Chem. Res. 46, 2791–2800 (2013).

    Article 

    Google Scholar 

  • Frontera, A. Encapsulation of anions: macrocyclic receptors based on metal coordination and anion–π interactions. Coord. Chem. Rev. 257, 1716–1727 (2013).

    Article 
    CAS 
    MATH 

    Google Scholar 

  • Yang, Y. et al. Large-area graphene-nanomesh/carbon-nanotube hybrid membranes for ionic and molecular nanofiltration. Science 364, 1057–1062 (2019).

    Article 
    ADS 
    CAS 
    PubMed 
    MATH 

    Google Scholar 

  • Zhao, X., Zhao-Karger, Z., Fichtner, M. & Shen, X. Halide-based materials and chemistry for rechargeable batteries. Angew. Chem. Int. Ed. 59, 5902–5949 (2020).

    Article 
    CAS 
    MATH 

    Google Scholar 

  • Liu, Q. et al. Rechargeable anion-shuttle batteries for low-cost energy storage. Chem 7, 1993–2021 (2021).

    Article 
    CAS 
    MATH 

    Google Scholar 

  • Niyas, M. A., Shoyama, K. & Würthner, F. C64 nanographene tetraimide—a receptor for phthalocyanines with subnanomolar affinity. Angew. Chem. Int. Ed. 25, e202302032 (2023).

    Google Scholar 

  • Mahl, M., Niyas, M. A., Shoyama, K. & Würthner, F. Multilayer stacks of polycyclic aromatic hydrocarbons. Nat. Chem. 14, 457–462 (2022).

    Article 
    CAS 
    PubMed 

    Google Scholar 

  • Liu, Y., Zhao, W., Chen, C.-H. & Flood, A. H. Chloride capture using a C-H hydrogen-bonding cage. Science 6449, 159–161 (2019).

    Article 
    ADS 
    MATH 

    Google Scholar 

  • Shoyama, K. & Würthner, F. Synthesis of a carbon nanocone by cascade annulation. J. Am. Chem. Soc. 33, 13008–13012 (2019).

    Article 
    MATH 

    Google Scholar 

  • Smithrud, D. B. & Diederich, F. Strength of molecular complexation of apolar solutes in water and in organic solvents is predictable by linear free energy relationships: a general model for solvation effects on apolar binding. J. Am. Chem. Soc. 112, 339–343 (1990).

    Article 
    CAS 

    Google Scholar 

  • Horn, P. R., Mao, Y. & Head-Gordon, M. Probing non-covalent interactions with a second generation energy decomposition analysis using absolutely localized molecular orbitals. Phys. Chem. Chem. Phys. 33, 23067–23079 (2016).

    Article 

    Google Scholar 

  • Li, Y. & Flood, A. H. Pure C–H hydrogen bonding to chloride ions: a preorganized and rigid macrocyclic receptor. Angew. Chem. Int. Ed. 14, 2649–2652 (2008).

    Article 
    MATH 

    Google Scholar 

  • Lee, S., Chen, C.-H. & Flood, A. H. A pentagonal cyanostar macrocycle with cyanostilbene CH donors binds anions and forms dialkylphosphate [3]rotaxanes. Nat. Chem. 8, 704–710 (2013).

    Article 

    Google Scholar 

  • Wu, X. et al. Tetraurea macrocycles: aggregation-driven binding of chloride in aqueous solutions. Chem 5, 1210–1222 (2019).

    Article 
    CAS 
    MATH 

    Google Scholar 

  • Perrin, C. L. & Dwyer, T. J. Application of two-dimensional NMR to kinetics of chemical exchange. Chem. Rev. 6, 935–967 (1990).

    Article 
    MATH 

    Google Scholar 

  • Henkelman, G., Uberuaga, B. P. & Jónsson, H. A climbing image nudged elastic band method for finding saddle points and minimum energy paths. J. Chem. Phys. 113, 9901–9904 (2000).

    Article 
    ADS 
    CAS 
    MATH 

    Google Scholar 

  • Sheppard, D., Terrell, R. & Henkelman, G. Optimization methods for finding minimum energy paths. J. Chem. Phys. 128, 134106 (2008).

    Article 
    ADS 
    PubMed 

    Google Scholar 

  • Bannwarth, C., Ehlert, S. & Grimme, S. GFN2-xTB-An accurate and broadly parametrized self-consistent tight-binding quantum chemical method with multipole electrostatics and density-dependent dispersion contributions. J. Chem. Theory Comput. 3, 1652–1671 (2019).

    Article 

    Google Scholar 

  • Sheldrick, G. M. SHELXT – integrated space-group and crystal-structure determination. Acta Crystallogr. A 1, 3–8 (2015).

    Article 
    ADS 
    MATH 

    Google Scholar 

  • Sheldrick, G. M. A short history of SHELX. Acta Crystallogr. A 1, 112–122 (2008).

    Article 
    ADS 
    MATH 

    Google Scholar 

  • Guzei, I. A. An idealized molecular geometry library for refinement of poorly behaved molecular fragments with constraints. J. Appl. Crystallogr. 47, 806–809 (2014).

    Article 
    ADS 
    CAS 
    MATH 

    Google Scholar 

  • Spek, A. L. Single-crystal structure validation with the program PLATON. J. Appl. Crystallogr. 1, 7–13 (2003).

    Article 
    ADS 
    MATH 

    Google Scholar 

  • Wagner, R. & Berger, S. Gradient-selected NOESY—a fourfold reduction of the measurement time for the NOESY experiment. J. Magn. Reson., Ser. A 123, 119–121 (1996).

    Article 
    ADS 
    CAS 
    MATH 

    Google Scholar 

  • Pavlović, R. Z. et al. From selection to instruction and back: competing conformational selection and induced fit pathways in abiotic hosts. Angew. Chem. Int. Ed. 36, 19942–19948 (2021).

    Article 
    MATH 

    Google Scholar 

  • Zolnai, Z., Juranić, N., Vikić-Topić, D. & Macura, S. Quantitative determination of magnetization exchange rate constants from a series of two-dimensional exchange NMR spectra. J. Chem. Inf. Comput. Sci. 3, 611–621 (2000).

    Article 
    MATH 

    Google Scholar 

  • Lu, J., Ma, D., Hu, J., Tang, W. & Zhu, D. Nuclear magnetic resonance spectroscopic studies of pyridine methyl derivatives binding to cytochrome c. J. Chem. Soc., Dalton Trans. 13, 2267–2274 (1998).

    Article 

    Google Scholar 

  • Miklitz, M. & Jelfs, K. E. pywindow: automated structural analysis of molecular pores. J. Chem. Inf. Model. 12, 2387–2391 (2018).

    Article 
    MATH 

    Google Scholar 

  • Maglic, J. B. & Lavendomme, R. MoloVol: an easy-to-use program for analyzing cavities, volumes and surface areas of chemical structures. J. Appl. Crystallogr. 55, 1033–1044 (2022).

    Article 
    ADS 
    CAS 
    PubMed 
    PubMed Central 

    Google Scholar 

  • Shao, Y. et al. Advances in molecular quantum chemistry contained in the Q-Chem 4 program package. Mol. Phys. 113, 184–215 (2015).

    Article 
    ADS 
    CAS 
    MATH 

    Google Scholar 

  • Neese, F., Wennmohs, F., Becker, U. & Riplinger, C. The ORCA quantum chemistry program package. J. Chem. Phys. 152, 224108 (2020).

    Article 
    ADS 
    CAS 
    PubMed 

    Google Scholar 

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