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首页> 外文期刊>Chemistry: A European journal >Peroxotantalate-Based Ionic Liquid Catalyzed Epoxidation of Allylic Alcohols with Hydrogen Peroxide
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Peroxotantalate-Based Ionic Liquid Catalyzed Epoxidation of Allylic Alcohols with Hydrogen Peroxide

机译：基于过氧化物的离子液体催化烯丙基醇与过氧化氢烯丙基醇的离子液体催化

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摘要

The efficient and environmentally benign epoxidation of allylic alcohols has been attained by using new kinds of monomeric peroxotantalate anion-functionalized ionic liquids (ILs=[P_(4,4,4,n)]_3[Ta(O)_3(η-O_2)], P_(4,4,4,n)=quaternary phosphonium cation, n=4, 8, and 14), which have been developed and their structures determined accordingly. This work revealed the parent anions of the ILs underwent structural transformation in the presence of H_2O_2. The formed active species exhibited excellent catalytic activity, with a turnover frequency for [P_(4,4,4,4)]_3[Ta(O)_3(η-O_2)] of up to 285 h~(-1), and satisfactory recyclability in the epoxidation of various allylic alcohols under very mild conditions by using only one equivalent of hydrogen peroxide as an oxidant. NMR studies showed the reaction was facilitated through a hydrogenbonding mechanism, in which the peroxo group (O–O) of the peroxotantalate anion served as the hydrogen-bond acceptor and hydroxyl group in the allylic alcohols served as the hydrogen-bond donor. This work demonstrates that simple monomeric peroxotantalates can catalyze epoxidation of allylic alcohols efficiently.
机译：通过使用新种类的单体过氧致蒽酸盐阴离子官能化离子液体（ILS = [P_（4,4,4，N）] _ 3 [Ta（O）_3（η-O_2 ）]，P_（4,4,4,4）=已经开发的季鏻阳离子，n = 4,8和14），其结构相应地确定。这项工作揭示了ILS在H_2O_2存在下进行了结构转变的父子阴离子。所形成的活性物质表现出优异的催化活性，具有高达285小时〜（ - 1）的[P_（4,4,4,4）] _ 3 [Ta（O）_3（η-O_2）]的周转频率，通过仅使用仅使用一种当量的过氧化氢作为氧化剂，在非常温和的条件下在非常温和的条件下溶解在各种烯丙基醇的环氧中的令人满意的可回收性。 NMR研究表明，通过氢化机理促进反应，其中过氧致蒽酸盐的过氧基团（O-O）用作烯丙基醇中的氢粘合受体和羟基作为氢键供体。这项工作表明，简单的单体过氧致作物质可以有效地催化烯丙基醇的环氧化。

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  • 来源
    《Chemistry: A European journal》 |2017年第30期|共10页
  • 作者

    Wenbao Ma; Chen Chen; Kang Kong; Qifeng Dong; Kun Li; Mingming Yuan; Difan Li; Zhenshan Hou;

  • 作者单位

    Key Laboratory for Advanced Materials Research Institute of Industrial Catalysis East China University of Science and Technology Shanghai 200237 (P.R. China);

    Key Laboratory for Advanced Materials Research Institute of Industrial Catalysis East China University of Science and Technology Shanghai 200237 (P.R. China);

    Key Laboratory for Advanced Materials Research Institute of Industrial Catalysis East China University of Science and Technology Shanghai 200237 (P.R. China);

    Key Laboratory for Advanced Materials Research Institute of Industrial Catalysis East China University of Science and Technology Shanghai 200237 (P.R. China);

    Key Laboratory for Advanced Materials Research Institute of Industrial Catalysis East China University of Science and Technology Shanghai 200237 (P.R. China);

    Key Laboratory for Advanced Materials Research Institute of Industrial Catalysis East China University of Science and Technology Shanghai 200237 (P.R. China);

    Key Laboratory for Advanced Materials Research Institute of Industrial Catalysis East China University of Science and Technology Shanghai 200237 (P.R. China);

    Key Laboratory for Advanced Materials Research Institute of Industrial Catalysis East China University of Science and Technology Shanghai 200237 (P.R. China);

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  • 原文格式 PDF
  • 正文语种 eng
  • 中图分类 应用化学;
  • 关键词

    allylic alcohols; epoxidation; hydrogen bonds; ionic liquids; peroxotantalate anion;

    机译：烯丙基醇;环氧化;氢键;离子液体;过氧致孕酮阴离子;

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