Carbon-carbon double bond in pillar[5]arene cavity: Selective binding of cis/trans-olefin isomers |
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| Institution: | 1. Key Laboratory of Inorganic-Organic Hybrid Functional Material Chemistry, Ministry of Education, Tianjin Key Laboratory of Structure and Performance for Functional Molecules, College of Chemistry, Tianjin Normal University, Tianjin 300387, China;2. Center for Supramolecular Chemistry and Catalysis and Department of Chemistry, Shanghai University, Shanghai 200444, China;3. State Key Laboratory of NBC Protection for Civilian, Beijing 102205, China;1. Institute of Nuclear Science and Technology, Key Laboratory for Radiation Physics and Technology of Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064, China;2. Department of Complex Matter, Jo?ef Stefan Institute, Ljubljana, Slovenia;3. Department of Chemistry, Washington State University, Pullman, USA;4. Shanghai Institute of Applied Physics, Chinese Academy of Sciences, Shanghai 201800, China;1. Key Laboratory of Eco-functional Polymer Materials of the Ministry of Education, Key Laboratory of Eco-environmental Polymer Materials of Gansu Province, College of Chemistry and Chemical Engineering, Northwest Normal University, Lanzhou 730070, China;2. College of Chemistry and Chemical Engineering, Lanzhou City University, Lanzhou 730070, China;1. School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou 510641, China;2. Institute of Organic Chemistry, University of Mainz, D-55099 Mainz, Germany;1. College of Environmental and Chemical Engineering, Shanghai University, Shanghai 200444, China;2. State Key Laboratory of Toxicology and Medical Countermeasures, Beijing Institute of Pharmacology and Toxicology, Beijing 100850, China;3. Department of Chemistry, Center for Supramolecular Chemistry and Catalysis, Shanghai University, Shanghai 200444, China |
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| Abstract: | The binding behavior of pillar5]arenes (P5As) towards a series of olefin guests ((E)-1,4-dichlorobut-2-ene (1E), (Z)-1,4-dichlorobut-2-ene (1Z), (E)-but-2-ene-1,4-diol (2E), and (Z)-but-2-ene-1,4-diol (2Z), as well as an alkyne derivative 1,4-dichlorobut-2-yne (3)) have been studied in organic solution. P5As exhibit considerable selectivities for the trans-olefin isomers (1E and 2E) over their cis-isomers (1Z and 2Z). The cis/trans-selective interactions hold the potential of utilizing P5As to separate olefin isomers. |
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| Keywords: | Pillararenes Molecular recognition Supramolecular chemistry Olefin Isomers |
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