Synthesis and Structure of Carbodicarbenes and Their Application in Catalysis

  • Shukai Liu
  • Wen-Ching Chen
  • Tiow-Gan Ong
Part of the Structure and Bonding book series (STRUCTURE, volume 177)


Carbodicarbenes are a special class of bisylidic CL2 compounds, the so-called carbones. Carbones are divalent carbon compounds, in which a four-electron carbon atom in the oxidation state of zero is bound by two σ-donor ligands L via donor-acceptor interactions, resulting in the formulation L→C(0)←L. In carbodicarbenes (CDCs), the L ligand is a N-heterocyclic carbene (NHC) or any other singlet carbene species. Comparable to “classical” bisylides, CDCs possess two lone pairs of electrons at the central carbon atom, thus making them stronger σ-donors than conventional carbenes like NHCs. These unusual donor properties make CDCs unique and highly potent ligands for transition metals and catalysis. This chapter summarizes the exciting developments of the last 10 years in CDC chemistry. A concise overview of this new class of carbone compounds is given by summarizing the synthesis of different CDC frameworks as well as their application in transition metal chemistry and homogenous catalysis.


Carbene Carbodicarbene Carbone Homogeneous catalysis Ligand design 


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© Springer International Publishing AG, part of Springer Nature 2018

Authors and Affiliations

  1. 1.Institute of Chemistry, Academia SinicaTaipeiRepublic of China
  2. 2.Department of Applied ChemistryNational Chiao Tung UniversityHsinchuRepublic of China
  3. 3.Sustainable Chemical Science and Technology, Taiwan International Graduate ProgramAcademia Sinica and National Chiao Tung UniversityHsinchuRepublic of China

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