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首页> 外文期刊>RSC Advances >Inclusion complexes of organic salts with beta-cyclodextrin as organocatalysts for CO2 cycloaddition with epoxides
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Inclusion complexes of organic salts with beta-cyclodextrin as organocatalysts for CO2 cycloaddition with epoxides

机译：用β-环糊精包装有机盐作为有机催化剂用环氧化物作为有机催化剂

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The inclusion complexes between beta-cyclodextrin (beta-CD) and the organic bases 1,8-diazabicyclo-[5.4.0] undec-7-ene (DBU)-based phenolates have been prepared by a simple method and also characterized by FT-IR, H-1 NMR, F-19 NMR, TGA etc. Among these inclusion complexes, DBU-based 2,3,4,5,6-pentafluorophenolate as a guest compound bound by beta-CD ([DBUH][PFPhO]/beta-CD) has been employed as an easily-separable organocatalyst for the cycloaddition of CO2 into cyclic carbonate and exhibited the best catalytic performance. High conversion of epoxides and excellent selectivity to carbonates could be achieved at 130 degrees C and under the 3.0 MPa CO2 without additional organic solvents or additives. Additionally, the organocatalyst [DBUH][PFPhO]/beta-CD exhibited the better recycability in consecutive catalytic recycles, as compared with that of corresponding DBU-based phenolates. The beta-CD played a crucial role in immobilizing catalytically active species and thus improving the recyclability of the present organocatalysts. The detailed characterization indicated that phenolate anions had been bound inside the cavity of beta-CD, while the [DBUH](+) cation was located outside of beta-CD. More interestingly, it was observed that phenolate anions could dissociate from the beta-CD cavity under the reaction temperature, but the inclusion compound could form on cooling the reaction mixture after reaction, which was extremely attractive for separation and recycling of the supramolecular organocatalysts. Finally, on the basis of the characterization above, a reaction mechanism for the present organocatalysts has been proposed.
机译：通过简单的方法制备β-环糊精（β-CD）和有机碱1,8-diazabiyClO-[5.4.0] UDEC-7-ENE（DBU）的含有基础1,8-二氮杂双环（DBU）的含量复合物。通过FT表征-Ir，H-1NMR，F-19 NMR，TGA等。在这些包含复合物中，基于DBU的2,3,4,5,6-五氟苯丙甲磺酸酯作为由β-CD（β[PFPHO [PFPHO] ] /β-CD）已被用作可容易可分离可分离的有机催化剂，用于将CO2环加成的CO2进入环状碳酸盐，并表现出最佳的催化性能。在130℃和3.0MPa CO 2下，可以在3.0MPa CO 2下实现高转化环氧化物和优异的碳酸酯选择性而无需额外的有机溶剂或添加剂。另外，与相应的DBU的酚酸盐相比，有机催化剂Δ-β/β-CD在连续催化回收中表现出更好的可抵抗力。 β-CD在固定催化活性物质中起着至关重要的作用，从而提高了本机能催化剂的可回收性。详细表征表明，酚类阴离子在β-Cd的腔内束缚，而β（+）阳离子位于β-Cd的外部。更有趣的是，观察到酚类阴离子可以在反应温度下从β-CD腔中解离β-CD腔，但是包含化合物可以在反应后冷却反应混合物，这对于超分子有机催化剂的分离和再循环是极其吸引力的。最后，在上述表征的基础上，提出了本有机催化剂的反应机理。

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  • 来源
    《RSC Advances》 |2017年第24期|共12页
  • 作者

    Li Kun; Wu Xiaohui; Gu Qingwen; Zhao Xiuge; Yuan Mingming; Ma Wenbao; Ni Wenxiu; Hou Zhenshan;

  • 作者单位

    East China Univ Sci &

    Technol Sch Chem &

    Mol Engn Res Inst Ind Catalysis Key Lab Adv Mat Shanghai 200237 Peoples R China;

    East China Univ Sci &

    Technol Sch Chem &

    Mol Engn Res Inst Ind Catalysis Key Lab Adv Mat Shanghai 200237 Peoples R China;

    East China Univ Sci &

    Technol Sch Chem &

    Mol Engn Res Inst Ind Catalysis Key Lab Adv Mat Shanghai 200237 Peoples R China;

    East China Univ Sci &

    Technol Sch Chem &

    Mol Engn Res Inst Ind Catalysis Key Lab Adv Mat Shanghai 200237 Peoples R China;

    East China Univ Sci &

    Technol Sch Chem &

    Mol Engn Res Inst Ind Catalysis Key Lab Adv Mat Shanghai 200237 Peoples R China;

    East China Univ Sci &

    Technol Sch Chem &

    Mol Engn Res Inst Ind Catalysis Key Lab Adv Mat Shanghai 200237 Peoples R China;

    East China Univ Sci &

    Technol Sch Chem &

    Mol Engn Res Inst Ind Catalysis Key Lab Adv Mat Shanghai 200237 Peoples R China;

    East China Univ Sci &

    Technol Sch Chem &

    Mol Engn Res Inst Ind Catalysis Key Lab Adv Mat Shanghai 200237 Peoples R China;

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