An NHC-Mediated Metal-Free Approach towards an NHC-Coordinated Endocyclic Disilene

Thomas Lainer, Deepak Dange, Michael Pillinger, Roland C. Fischer, Anne Marie Kelterer, Cameron Jones, Michael Haas

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A convenient metal-free approach towards an N-heterocyclic carbene (NHC)-coordinated disilene 2 is described. Compound 2, featuring the disilene incorporated in cyclopolysilane framework, was obtained in good yield and characterized using NMR spectroscopy and X-ray crystallography. Density functional theory (DFT) calculations of the reaction mechanism provide a rationale for the observed reactivity and give detailed information on the bonding situation of the base-stabilized disilene. Compound 2 undergoes thermal or light- induced (λ=456 nm) NHC loss, and a dimerization process to give a corresponding dimer with a Si10 skeleton. In order to shed light on the dimerization mechanism, DFT calculations were performed. Moreover, the reactivity of 2 was examined with selected examples of transition metal carbonyl compounds.

Original languageEnglish
Article numbere202100240
Number of pages10
Issue number3
Publication statusPublished - Mar 2022


  • carbenes
  • disilene
  • silanes
  • silicon frameworks
  • subvalent compounds

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