化学学报 ›› 2013, Vol. 71 ›› Issue (01): 40-43.DOI: 10.6023/A12110850 上一篇    下一篇

研究通讯

聚乙二醇负载的二茂铁噁唑啉配体的合成及其应用

刘洪强a,b, 时磊a, 陈庆安a, 王磊b, 周永贵a   

  1. a 中国科学院大连化学物理研究所 大连 116023;
    b 淮北师范大学 淮北市 235000
  • 收稿日期:2012-11-01 出版日期:2013-01-14 发布日期:2012-12-10
  • 通讯作者: 王磊, 周永贵 E-mail:ygzhou@dicp.ac.cn; leiwang@chnu.edu.cn
  • 基金资助:

    项目受国家自然科学基金(Nos. 21202162 and 21125208)和国家重大基础研究项目(No. 2010CB833300)资助.

Synthesis of MeO-PEG-Supported Ferrocenyloxazoline Ligands and Their Application in Asymmetric Catalysis

Liu Hongqianga,b, Shi Leia, Chen Qingana, Wang Leib, Zhou Yongguia   

  1. a Dalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian 116023, China;
    b Huaibei Normal University, Huaibei 235000, China
  • Received:2012-11-01 Online:2013-01-14 Published:2012-12-10
  • Supported by:

    Project supported by the National Natural Science Foundation of China (Nos. 21202162 & 21125208) and the National Basic Research Program of China (No. 2010CB833300).

报道了聚乙二醇(MeO-PEG)负载的二茂铁噁唑啉衍生的手性N,PN,S配体的合成. 所得负载N,P配体可以成功应用于银催化的[3+2]环加成反应, 最高取得了97%的对映选择性. 另外聚乙二醇负载二茂铁N,S配体可以成功应用于钯催化的烯丙基取代反应, 取得了90%的ee值. 值得注意是, 聚乙二醇负载形成的催化剂循环使用4次后其催化活性和选择性仍可基本保持.

关键词: 聚乙二醇, 二茂铁噁唑啉, 不对称催化

A simple synthesis of ferrocenyloxazoline derived chiral N,P ligands and N,S ligands immobilized on a MeO- PEG-support is described. The metal complexes of chiral ligands have been successfully applied to 1,3-dipolar cycloaddition reaction of azomethine ylides and asymmetric allylic substitution reaction, providing the products with up to 97% ee and 90% ee, respectively. The MeO-PEG-supported metal complex catalysts can be recycled easily and reused.

Key words: PEG, ferrocenyloxazoline ligands, asymmetric catalysis