Synlett 2014; 25(19): 2686-2702
DOI: 10.1055/s-0034-1379230
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© Georg Thieme Verlag Stuttgart · New York

The Applications of Palladacycles as Transition-Metal Catalysts in Organic Synthesis

Authors

  • Dong-Liang Mo

    a   State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Ling Ling Road, Shanghai 200032, P. R. of China   Fax: +86(21)54925100   Email: xlhou@sioc.ac.cn   Email: dingch@sioc.ac.cn
  • Ting-Ke Zhang

    c   Shanghai-Hong Kong Joint Laboratory in Chemical Synthesis, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Ling Ling Road, Shanghai 200032, P. R. of China
  • Guang-Cun Ge

    a   State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Ling Ling Road, Shanghai 200032, P. R. of China   Fax: +86(21)54925100   Email: xlhou@sioc.ac.cn   Email: dingch@sioc.ac.cn
  • Xiao-Jun Huang

    a   State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Ling Ling Road, Shanghai 200032, P. R. of China   Fax: +86(21)54925100   Email: xlhou@sioc.ac.cn   Email: dingch@sioc.ac.cn
  • Chang-Hua Ding*

    a   State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Ling Ling Road, Shanghai 200032, P. R. of China   Fax: +86(21)54925100   Email: xlhou@sioc.ac.cn   Email: dingch@sioc.ac.cn
  • Li-Xin Dai

    a   State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Ling Ling Road, Shanghai 200032, P. R. of China   Fax: +86(21)54925100   Email: xlhou@sioc.ac.cn   Email: dingch@sioc.ac.cn
  • Xue-Long Hou*

    a   State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Ling Ling Road, Shanghai 200032, P. R. of China   Fax: +86(21)54925100   Email: xlhou@sioc.ac.cn   Email: dingch@sioc.ac.cn
    c   Shanghai-Hong Kong Joint Laboratory in Chemical Synthesis, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Ling Ling Road, Shanghai 200032, P. R. of China
Further Information

Publication History

Received: 17 July 2014

Accepted after revision: 07 September 2014

Publication Date:
20 October 2014 (online)


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Abstract

This account summarizes our recent work on palladacycles in organic synthesis and describes some unique catalytic properties of palladacycles as transition-metal catalysts for some useful transformations. Asymmetric induction has been realized by using chiral palladacycles as transition-metal catalysts. The influence of the C−Pd bond of palladacycles on their catalytic activity has been revealed. The reaction selectivity can be switched by appropriate choice of an sp2- or sp3-hybridized C,P-palladacycle catalyst.

1 Introduction

2 The Discovery of the Use of Palladacycles as Transition-Metal Catalysts and Their Applications in Asymmetric Catalysis

3 Switch Between Addition and Ring Opening in the Reaction of Oxabicyclic Alkenes with Terminal Alkynes by Catalysis with sp2-C,P- or sp3-C,P-Palladacycles

4 Synthesis of Polysubstituted Furans, Methylenecyclopropanes, and Polycyclic 5H-Benzo[b]azepines through Catalysis by Palladacycles

5 Conclusions