ACS Publications. Most Trusted. Most Cited. Most Read
A Strategic High Yield Synthesis of 2,5-Dihydroxy-1,4-benzoquinone Based MOFs

OR SEARCH CITATIONS

My Activity
Publications

Figure 1Loading Img
Download Hi-Res ImageDownload to MS-PowerPointCite This:Inorg. Chem. 2019, 58, 16, 10756-10760
    Article

    A Strategic High Yield Synthesis of 2,5-Dihydroxy-1,4-benzoquinone Based MOFs
    Click to copy article linkArticle link copied!

    Other Access OptionsSupporting Information (1)

    Inorganic Chemistry

    Cite this: Inorg. Chem. 2019, 58, 16, 10756–10760
    Click to copy citationCitation copied!
    https://doi.org/10.1021/acs.inorgchem.9b00903
    Published August 7, 2019
    Copyright © 2019 American Chemical Society
    Request reuse permissions

    Abstract

    Click to copy section linkSection link copied!
    Abstract Image

    Metal organic frameworks (MOFs) of the type NBu4M(DHBQ)1.5 (M = Ni2+, Fe2+, and Co2+; DHBQ = 2,5-dihydroxy-1,4-benzoquinone) were prepared with improved yield up to 100% via a simple benchtop aqueous addition reaction. For the first time, the crystalline phase of this formula polymer was synthesized without in situ generation of the DHBQ ligand from 2, 5-diamino-1,4-benzoquinone (DABQ). Powder X-ray diffraction and elemental analysis confirm the crystalline phase and composition of products. Infrared and electron dispersive spectroscopy further confirm that the materials are homologous to the reported single crystalline polymers. The present MOF synthesis can be extended to halide-substituted ligands, i.e., 3,6-dichloro-2,5-dihydroxy-1,4-benzoquinone (chloranilic acid, CAN) and 3,6-difluoro-2,5-dihydroxy-1,4-benzoquinone (fluoranilic acid, FAN).

    Copyright © 2019 American Chemical Society

    Subjects

    what are subjects

    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!

    The Supporting Information is available free of charge on the ACS Publications website at DOI: 10.1021/acs.inorgchem.9b00903.

    • Reaction schemes, FT-IR results, additional PXRD results, NMR results of digested samples, and price comparison of starting reagents (PDF)

    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 17 publications.

    1. Fillipp Edvard Salvador, Jesus O. Barajas, Wen-Yang Gao. Mechanochemical Access to Catechol-Derived Metal–Organic Frameworks. Inorganic Chemistry 2023, 62 (8) , 3333-3337. https://doi.org/10.1021/acs.inorgchem.2c04019
    2. Anastasija Gaile, Sergey Belyakov, Baiba Turovska, Nelli Batenko. Synthesis of Asymmetric Coupled Polymethines Based on a 7-Chloropyrido[1,2-a]benzimidazole-8,9-dione Core. The Journal of Organic Chemistry 2022, 87 (5) , 2345-2355. https://doi.org/10.1021/acs.joc.1c02196
    3. Martin P. van Koeverden, Brendan F. Abrahams, Carol Hua, Timothy A. Hudson, Richard Robson. Inducing Structural Diversity in Anionic Metal–Tetraoxolene Coordination Polymers Using Templating Methyl Viologen Countercations. Crystal Growth & Design 2022, 22 (2) , 1319-1332. https://doi.org/10.1021/acs.cgd.1c01277
    4. Huanhuan Dong, Hongge Gao, Jiarun Geng, Xuesen Hou, Suning Gao, Shiwen Wang, Shulei Chou. Quinone-Based Conducting Three-Dimensional Metal–Organic Framework as a Cathode Material for Lithium-Ion Batteries. The Journal of Physical Chemistry C 2021, 125 (38) , 20814-20820. https://doi.org/10.1021/acs.jpcc.1c06870
    5. Feng Xie, Lihang Chen, Eder Moisés Cedeño Morales, Saif Ullah, Yiwen Fu, Timo Thonhauser, Kui Tan, Zongbi Bao, Jing Li. Complete separation of benzene-cyclohexene-cyclohexane mixtures via temperature-dependent molecular sieving by a flexible chain-like coordination polymer. Nature Communications 2024, 15 (1) https://doi.org/10.1038/s41467-024-46556-6
    6. Abhimanyu Yadav, Toufik Ansari, Pandian Mannu, Baghendra Singh, Ajit Kumar Singh, Yu-Cheng Huang, Vishal Kumar, Sanjay Singh, Chung-Li Dong, Arindam Indra. Second coordination sphere modulation during water oxidation with metal-hydroxide organic frameworks. Journal of Materials Chemistry A 2024, 12 (42) , 29072-29080. https://doi.org/10.1039/D4TA05017G
    7. Xiang Pei, Pan He, Kaifu Yu, Yang Li, Ya Tang, Lijian Ma. Synthesis of Quinone‐Amine‐Linked Covalent Organic Frameworks for Boosting the Photocatalytic Removal of Uranium. Advanced Functional Materials 2024, 30 https://doi.org/10.1002/adfm.202410827
    8. Deepika Sharma, Aman Kumar, Bhabani K. Satapathy. Morphological attributes and electrochemical performance of Cu/Co/Ni metal-organic framework-based carbon nanomaterials. Journal of Applied Electrochemistry 2024, 54 (8) , 1759-1781. https://doi.org/10.1007/s10800-024-02071-6
    9. Siddhartha De, Georges Mouchaham, Fangbing Liu, Maame Affram, Brian Abeykoon, Nathalie Guillou, Erwann Jeanneau, Jean-Marc Grenèche, Lhoussain Khrouz, Charlotte Martineau-Corcos, Lotfi Boudjema, Fabrice Salles, Pablo Salcedo-Abraira, Gonçalo Valente, Manuel Souto, Alexandra Fateeva, Thomas Devic. Expanding the horizons of porphyrin metal–organic frameworks via catecholate coordination: exploring structural diversity, material stability and redox properties. Journal of Materials Chemistry A 2023, 11 (46) , 25465-25483. https://doi.org/10.1039/D3TA04490D
    10. Yiwen Wu, Jiadong Shen, Zhaoyu Sun, Yan Yang, Fangkun Li, Shaomin Ji, Min Zhu, Jun Liu. Nine‐Electron Transfer of Binder Synergistic π‐d Conjugated Coordination Polymers as High‐Performance Lithium Storage Materials. Angewandte Chemie 2023, 135 (4) https://doi.org/10.1002/ange.202215864
    11. Yiwen Wu, Jiadong Shen, Zhaoyu Sun, Yan Yang, Fangkun Li, Shaomin Ji, Min Zhu, Jun Liu. Nine‐Electron Transfer of Binder Synergistic π‐d Conjugated Coordination Polymers as High‐Performance Lithium Storage Materials. Angewandte Chemie International Edition 2023, 62 (4) https://doi.org/10.1002/anie.202215864
    12. Jin-Bo Pan, Xuan Liu, Bing-Hao Wang, Yu-An Chen, Hong-Yi Tan, Jie Ouyang, Wei Zhou, Sheng Shen, Lang Chen, Chak-Tong Au, Shuang-Feng Yin. Conductive MOFs coating on hematite photoanode for activity boost via surface state regulation. Applied Catalysis B: Environmental 2022, 315 , 121526. https://doi.org/10.1016/j.apcatb.2022.121526
    13. David Hoang, Alea Ha, Timothy J. Dobson, Madison E. Lear, Connor P. McLoughlin, Nathan A. Phan, Edward J. Valente, Eugenijus Urnezius. 2,5-Dihydroxy-1,4-quinones appended with two phosphinyl groups: syntheses, structures, and redox properties. Zeitschrift für Naturforschung B 2022, 77 (7-8) , 531-541. https://doi.org/10.1515/znb-2022-0021
    14. Kun Fan, Chenyang Zhang, Yuan Chen, Guoqun Zhang, Yanchao Wu, Jincheng Zou, Chengliang Wang. Regulating the metal nodes of 1D conjugated coordination polymers for enhancing the performance of sodium-ion batteries. Journal of Materials Chemistry C 2022, 10 (7) , 2592-2599. https://doi.org/10.1039/D1TC03709A
    15. Jin-Bo Pan, Xuan Liu, Bing-Hao Wang, Yu-An Chen, Hong-Yi Tan, Jie Ouyang, Wei Zhou, Sheng Shen, Lang Chen, Chaktong Au, Shuang-Feng Yin. Conductive Mofs Coating on Hematite Photoanode for Activity Boost Via Surface State Regulation. SSRN Electronic Journal 2022, 60 https://doi.org/10.2139/ssrn.4091646
    16. Shiyu Tamaki, Yuichiro Mutoh, Kyosuke Isoda. Liquid-crystalline 1,4-benzoquinone derivative: Self-assembling behavior and redox properties. Journal of Molecular Liquids 2021, 338 , 116636. https://doi.org/10.1016/j.molliq.2021.116636
    17. Noemi Monni, Mariangela Oggianu, Suchithra Ashoka Sahadevan, Maria Laura Mercuri. Redox Activity as a Powerful Strategy to Tune Magnetic and/or Conducting Properties in Benzoquinone-Based Metal-Organic Frameworks. Magnetochemistry 2021, 7 (8) , 109. https://doi.org/10.3390/magnetochemistry7080109
    Download PDF
    Go to Inorganic Chemistry
    Get e-Alerts
    Get e-Alerts

    Inorganic Chemistry

    Cite this: Inorg. Chem. 2019, 58, 16, 10756–10760
    Click to copy citationCitation copied!
    https://doi.org/10.1021/acs.inorgchem.9b00903
    Published August 7, 2019
    Copyright © 2019 American Chemical Society
    Request reuse permissions

    Article Views

    3115

    Altmetric

    -

    Citations

    17
    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.