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Synthesis and Structure of Carbodicarbenes and Their Application in Catalysis

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Modern Ylide Chemistry

Part of the book series: Structure and Bonding ((STRUCTURE,volume 177))

Abstract

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.

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Author information

Authors and Affiliations

  1. Institute of Chemistry, Academia Sinica, Taipei, Taiwan, Republic of China

    Shukai Liu, Wen-Ching Chen & Tiow-Gan Ong

  2. Department of Applied Chemistry, National Chiao Tung University, Hsinchu, Taiwan, Republic of China

    Shukai Liu & Tiow-Gan Ong

  3. Sustainable Chemical Science and Technology, Taiwan International Graduate Program, Academia Sinica and National Chiao Tung University, Hsinchu, Taiwan, Republic of China

    Shukai Liu

Authors
  1. Shukai Liu
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  2. Wen-Ching Chen
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  3. Tiow-Gan Ong
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Corresponding author

Correspondence to Tiow-Gan Ong .

Editor information

Editors and Affiliations

  1. Chair of Inorganic Chemistry II , Ruhr-Universität Bochum , Bochum, Germany

    Viktoria H. Gessner

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Liu, S., Chen, WC., Ong, TG. (2018). Synthesis and Structure of Carbodicarbenes and Their Application in Catalysis. In: Gessner, V. (eds) Modern Ylide Chemistry. Structure and Bonding, vol 177. Springer, Cham. https://doi.org/10.1007/430_2017_20

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