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Dihydrogen Bond Interaction Induced Separation of Hexane Isomers by Self-Assembled Carborane Metallacycles

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Download Hi-Res ImageDownload to MS-PowerPointCite This:J. Am. Chem. Soc. 2020, 142, 18, 8532-8538
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    Dihydrogen Bond Interaction Induced Separation of Hexane Isomers by Self-Assembled Carborane Metallacycles
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    • Peng-Fei Cui
      Peng-Fei Cui
      State Key Laboratory of Molecular Engineering of Polymers, Shanghai Key Laboratory of Molecular Catalysis and Innovative Materials, Department of Chemistry, Fudan University, 2005 Songhu Road, Shanghai 200433, People’s Republic of China
      More by Peng-Fei Cui
    • Yue-Jian Lin
      Yue-Jian Lin
      State Key Laboratory of Molecular Engineering of Polymers, Shanghai Key Laboratory of Molecular Catalysis and Innovative Materials, Department of Chemistry, Fudan University, 2005 Songhu Road, Shanghai 200433, People’s Republic of China
      More by Yue-Jian Lin
    • Zhen-Hua Li
      Zhen-Hua Li
      State Key Laboratory of Molecular Engineering of Polymers, Shanghai Key Laboratory of Molecular Catalysis and Innovative Materials, Department of Chemistry, Fudan University, 2005 Songhu Road, Shanghai 200433, People’s Republic of China
      More by Zhen-Hua Li
      Orcidhttp://orcid.org/0000-0002-5636-9865
    • Guo-Xin Jin*
      Guo-Xin Jin
      State Key Laboratory of Molecular Engineering of Polymers, Shanghai Key Laboratory of Molecular Catalysis and Innovative Materials, Department of Chemistry, Fudan University, 2005 Songhu Road, Shanghai 200433, People’s Republic of China
      *Email for G.-X.J.: [email protected]
      More by Guo-Xin Jin
      Orcidhttp://orcid.org/0000-0002-7149-5413
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    Journal of the American Chemical Society

    Cite this: J. Am. Chem. Soc. 2020, 142, 18, 8532–8538
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    https://doi.org/10.1021/jacs.0c03176
    Published April 9, 2020
    Copyright © 2020 American Chemical Society
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    Abstract

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    Herein, we describe how to utilize dihydrogen bond interactions to achieve alkane recognition and hexane isomer separation. A series of metallacycles based on carborane backbones are presented herein, revealing interdependent B–Hδ−···Hδ+–C proton–hydride interactions. The metallacycles take advantage of these dihydrogen bond interactions for the separation of hexane isomers. We show that the metallacycle 3a, bearing 1,4-di(4-pyridyl)benzene (DPB), can produce n-hexane with a purity of >99% in a single adsorption–desorption cycle from an equimolar mixture of all five isomers of hexane. The isomers 2-methylpentane and 3-methylpentane can be selectively absorbed by metallacycle 4a, which bears 1,2-di(4-pyridyl)ethylene (DPE). The size of the metallacycle, C–H···π interactions, and particularly B–Hδ−···Hδ+–C interactions are the main forces governing the extent of hexane recognition. This work provides a promising principle for the design of supramolecular coordination complexes (SCCs) for the separation of alkanes.

    Copyright © 2020 American Chemical Society

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    Supporting Information

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    The Supporting Information is available free of charge at https://pubs.acs.org/doi/10.1021/jacs.0c03176.

    • Experimental details, characterization data, 1H and 11B NMR spectra, ESI-MS spectra, TGA spectra, IGA spectra, GC-MS spectra, DFT computational details, and crystallographic data for L1, 3a, n-hexane⊂3a, 4a, n-pentane⊂4a, 2-methylpentane⊂4a, 3-methylpentane⊂4a, 5b, and 6 (PDF)

    • Crystallographic data for L1 (CIF)

    • Crystallographic data for 3a (CIF)

    • Crystallographic data for n-hexane⊂3a (CIF)

    • Crystallographic data for 4a (CIF)

    • Crystallographic data for n-pentane⊂4a (CIF)

    • Crystallographic data for 2-methylpentane⊂4a (CIF)

    • Crystallographic data for 3-methylpentane⊂4a(CIF)

    • Crystallographic data for 5b (CIF)

    • Crystallographic data for 6 (CIF)

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    Cited By

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    This article is cited by 96 publications.

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    6. Huifang Zhang, Jie Zhang, Zaozao Qiu, Zuowei Xie. Enantioselective Alkenylation of o-Carboranes via Ir-Catalyzed Asymmetric B–H Activation. ACS Catalysis 2023, 13 (21) , 13856-13862. https://doi.org/10.1021/acscatal.3c03997
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    64. Mahmoud A.A. Ibrahim, Rehab R.A. Saeed, Mohammed N.I. Shehata, Esraa E.B. Mohamed, Mahmoud E.S. Soliman, Jabir H. Al-Fahemi, H.R. Abd El-Mageed, Muhammad Naeem Ahmed, Ahmed M. Shawky, Nayra A.M. Moussa. Unexplored σ-hole and π-hole interactions in (X2CY)2 complexes (X = F, Cl; Y = O, S). Journal of Molecular Structure 2022, 1265 , 133232. https://doi.org/10.1016/j.molstruc.2022.133232
    65. Yan Wang, Yan Gao, Wenjing Guo, Qianyi Zhao, Yan-Na Ma, Xuenian Chen. Highly selective electrophilic B(9)-amination of o -carborane driven by HOTf and HFIP. Organic Chemistry Frontiers 2022, 9 (18) , 4975-4980. https://doi.org/10.1039/D2QO00732K
    66. Meng Chen, Jingkai Xu, Deshi Zhao, Fangxiang Sun, Songlin Tian, Deshuang Tu, Changsheng Lu, Hong Yan. Site‐Selective Functionalization of Carboranes at the Electron‐Rich Boron Vertex: Photocatalytic B−C Coupling via a Carboranyl Cage Radical. Angewandte Chemie 2022, 134 (37) https://doi.org/10.1002/ange.202205672
    67. Meng Chen, Jingkai Xu, Deshi Zhao, Fangxiang Sun, Songlin Tian, Deshuang Tu, Changsheng Lu, Hong Yan. Site‐Selective Functionalization of Carboranes at the Electron‐Rich Boron Vertex: Photocatalytic B−C Coupling via a Carboranyl Cage Radical. Angewandte Chemie International Edition 2022, 61 (37) https://doi.org/10.1002/anie.202205672
    68. Yanrong Jiang, Qinqin Yuan, Wenjin Cao, Zhubin Hu, Yan Yang, Cheng Zhong, Tao Yang, Haitao Sun, Xue-Bin Wang, Zhenrong Sun. Unraveling hydridic-to-protonic dihydrogen bond predominance in monohydrated dodecaborate clusters. Chemical Science 2022, 13 (34) , 9855-9860. https://doi.org/10.1039/D2SC03986A
    69. Ye Sha, Zhou Zhou, Miao Zhu, Zhenyang Luo, Enhua Xu, Xiang Li, Hong Yan. The Mechanochemistry of Carboranes. Angewandte Chemie 2022, 134 (25) https://doi.org/10.1002/ange.202203169
    70. Ye Sha, Zhou Zhou, Miao Zhu, Zhenyang Luo, Enhua Xu, Xiang Li, Hong Yan. The Mechanochemistry of Carboranes. Angewandte Chemie International Edition 2022, 61 (25) https://doi.org/10.1002/anie.202203169
    71. Changhui Lu, Xiaohong Li, Shunqin Chang, Yuqi Zhang, Donghui Xing, Shuo Wang, Yueping Lin, Huanfeng Jiang, Liangbin Huang. Thioamide synthesis via copper-catalyzed C–H activation of 1,2,3-thiadiazoles enabled by slow release and capture of thioketenes. Organic Chemistry Frontiers 2022, 9 (9) , 2382-2389. https://doi.org/10.1039/D2QO00152G
    72. Dong Liu, Yue-Jian Lin, Guo-Xin Jin. Guest encapsulation and self-assembly of a box-like metalla-rectangle featuring Cp*Rh fragments. Journal of Organometallic Chemistry 2022, 967 , 122353. https://doi.org/10.1016/j.jorganchem.2022.122353
    73. Wei‐Guo Jia, Xiao‐Dong Li, Xue‐Ting Zhi, Rui Zhong. Mechanochemical synthesis of half‐sandwich iridium/rhodium complexes with 8‐hydroxyquinoline derivatives ligands. Applied Organometallic Chemistry 2022, 36 (4) https://doi.org/10.1002/aoc.6588
    74. Tanya K. Ronson, John P. Carpenter, Jonathan R. Nitschke. Dynamic optimization of guest binding in a library of diastereomeric heteroleptic coordination cages. Chem 2022, 8 (2) , 557-568. https://doi.org/10.1016/j.chempr.2021.12.017
    75. Wen-Xi Gao, Peng-Fei Cui, Zheng Cui, Guo-Xin Jin. Half-Sandwich Rhodium and Iridium Complexes. 2022, 55-187. https://doi.org/10.1016/B978-0-12-820206-7.00144-X
    76. Igor B. Sivaev. Polyhedral Boranes and Carboranes. 2022, 196-262. https://doi.org/10.1016/B978-0-12-820206-7.00172-4
    77. Yixiu Ge, Zaozao Qiu, Zuowei Xie. Pd-Catalyzed One-Pot Synthesis of Difunctionalized o -Carboranes via Construction of B—C and B—Heteroatom Bonds ※. Acta Chimica Sinica 2022, 80 (4) , 432. https://doi.org/10.6023/A21120597
    78. Yao Gu, Baoshuang Liu, Qili Dai, Yufen Zhang, Ming Zhou, Yinchang Feng, Philip K. Hopke. Multiply improved positive matrix factorization for source apportionment of volatile organic compounds during the COVID-19 shutdown in Tianjin, China. Environment International 2022, 158 , 106979. https://doi.org/10.1016/j.envint.2021.106979
    79. Shi‐Ting Luo, Feng‐Yi Qiu, Hua‐Tian Shi, Weibin Yu. Design, Characterizations and Host‐Guest Properties of a New Metal‐Organic Cage Based on Half‐Sandwich Rhodium Moieties. ChemistrySelect 2021, 6 (43) , 11994-12000. https://doi.org/10.1002/slct.202103116
    80. Taryn M. Golding, Mziyanda Mbaba, Gregory S. Smith. Modular synthesis of antimalarial quinoline-based PGM metallarectangles. Dalton Transactions 2021, 50 (42) , 15274-15286. https://doi.org/10.1039/D1DT02842A
    81. Anna A. Druzina, Olga B. Zhidkova, Nadezhda V. Dudarova, Natalia A. Nekrasova, Kyrill Yu. Suponitsky, Sergey V. Timofeev, Vladimir I. Bregadze. Synthesis of Zwitter-Ionic Conjugate of Nido-Carborane with Cholesterol. Molecules 2021, 26 (21) , 6687. https://doi.org/10.3390/molecules26216687
    82. Ume Farwa, Neetu Singh, Junseong Lee. Self-assembly of supramolecules containing half-sandwich iridium units. Coordination Chemistry Reviews 2021, 445 , 213909. https://doi.org/10.1016/j.ccr.2021.213909
    83. Xin-Ran Liu, Peng-Fei Cui, Shu-Ting Guo, Run-Ze Yuan, Guo-Xin Jin. Stepwise B–H bond activation of a meta -carborane. Inorganic Chemistry Frontiers 2021, 8 (19) , 4349-4355. https://doi.org/10.1039/D1QI00732G
    84. I. B. Sivaev. Functional Group Directed B–H Activation of Polyhedral Boron Hydrides by Transition Metal Complexes (Review). Russian Journal of Inorganic Chemistry 2021, 66 (9) , 1289-1342. https://doi.org/10.1134/S0036023621090151
    85. Qingqing Yang, Qingzhong Li, Steve Scheiner. Diboron Bonds Between BX 3 (X=H, F, CH 3 ) and BYZ 2 (Y=H, F; Z=CO, N 2 , CNH). ChemPhysChem 2021, 22 (14) , 1461-1469. https://doi.org/10.1002/cphc.202100332
    86. Chunfei Wang, Wenjing Wang, Jingyun Tan, Xuanjun Zhang, Daqiang Yuan, Hong-Cai Zhou. Coordination-based molecular nanomaterials for biomedically relevant applications. Coordination Chemistry Reviews 2021, 438 , 213752. https://doi.org/10.1016/j.ccr.2020.213752
    87. Peng-Bo Jin, Qian-Cheng Luo, Yuan-Qi Zhai, Yi-Dian Wang, Yan Ma, Lei Tian, Xinliang Zhang, Chao Ke, Xu-Feng Zhang, Yi Lv, Yan-Zhen Zheng. A study of cation-dependent inverse hydrogen bonds and magnetic exchange-couplings in lanthanacarborane complexes. iScience 2021, 24 (7) , 102760. https://doi.org/10.1016/j.isci.2021.102760
    88. Lingyao Wang, Wanqi Sun, Simon Duttwyler, Yuanbin Zhang. Efficient adsorption separation of methane from CO2 and C2–C3 hydrocarbons in a microporous closo-dodecaborate [B12H12]2- pillared metal–organic framework. Journal of Solid State Chemistry 2021, 299 , 122167. https://doi.org/10.1016/j.jssc.2021.122167
    89. Qingchun Xia, Jie Zhang, Xuenian Chen, Cheng Cheng, Dandan Chu, Xianhui Tang, Haiyang Li, Yong Cui. Synthesis, structure and property of boron-based metal–organic materials. Coordination Chemistry Reviews 2021, 435 , 213783. https://doi.org/10.1016/j.ccr.2021.213783
    90. Linghua Wang, Saima Perveen, Yizhao Ouyang, Shuai Zhang, Jiao Jiao, Gang He, Yong Nie, Pengfei Li. Well‐Defined, Versatile and Recyclable Half‐Sandwich Nickelacarborane Catalyst for Selective Carbene‐Transfer Reactions. Chemistry – A European Journal 2021, 27 (18) , 5754-5760. https://doi.org/10.1002/chem.202005014
    91. Shu-Ting Guo, Peng-Fei Cui, Run-Ze Yuan, Guo-Xin Jin. Transition metal-mediated B(4)–H hydroxylation/halogenation of o -carboranes bearing a 2-pyridylsulfenyl ligand. Chemical Communications 2021, 57 (19) , 2412-2415. https://doi.org/10.1039/D0CC08290B
    92. Dawei Zhang, Tanya K. Ronson, You-Quan Zou, Jonathan R. Nitschke. Metal–organic cages for molecular separations. Nature Reviews Chemistry 2021, 5 (3) , 168-182. https://doi.org/10.1038/s41570-020-00246-1
    93. Chun‐Xiao Li, Qian Ning, Wenxuan Zhao, Hou‐Ji Cao, Yi‐Ping Wang, Hong Yan, Chang‐Sheng Lu, Yong Liang. Rh‐Catalyzed Decarbonylative Cross‐Coupling between o ‐Carboranes and Twisted Amides: A Regioselective, Additive‐Free, and Concise Late‐Stage Carboranylation. Chemistry – A European Journal 2021, 27 (8) , 2699-2706. https://doi.org/10.1002/chem.202003634
    94. Peng‐Fei Cui, Yang Gao, Shu‐Ting Guo, Guo‐Xin Jin. Regioselective B—H/C—H Bond Activation at Azo‐Substituted Carboranes Induced by Half‐Sandwich Iridium( III ) Complex. Chinese Journal of Chemistry 2021, 39 (2) , 281-287. https://doi.org/10.1002/cjoc.202000461
    95. Run-Ze Yuan, Peng-Fei Cui, Shu-Ting Guo, Guo-Xin Jin. Regioselective B(3)–H bond activation based on an o -carboranyl dithiocarboxylate ligand and its derivatives. Dalton Transactions 2021, 50 (3) , 1060-1068. https://doi.org/10.1039/D0DT03832F
    96. Lingxiang Lian, Jingyi Yin, Caixia Lin, Keyin Ye, Yaofeng Yuan. Phosphine Oxide-Directed Palladium-Catalyzed Heck-Type Functionalization of o -Carboranes. Chinese Journal of Organic Chemistry 2021, 41 (8) , 3249. https://doi.org/10.6023/cjoc202103015
    97. Wei-Bin Yu, Feng-Yi Qiu, Zhi-Feng Xin, Po Sun. Hydrophobicity controls guest uptake in Rh 8 metallacages. New Journal of Chemistry 2020, 44 (33) , 14075-14081. https://doi.org/10.1039/D0NJ02529A
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