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  Electron-induced conversion of silylones to six-membered cyclic silylenes.

Roy, S., Mondal, K. C., Krause, L., Stollberg, P., Herbst-Irmer, R., Stalke, D., et al. (2014). Electron-induced conversion of silylones to six-membered cyclic silylenes. Journal of the American Chemical Society, 136(48), 16776-16779. doi:10.1021/ja510427r.

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Item Permalink: http://hdl.handle.net/11858/00-001M-0000-0024-3F46-0 Version Permalink: http://hdl.handle.net/11858/00-001M-0000-0029-6182-2
Genre: Journal Article

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http://pubs.acs.org/doi/pdf/10.1021/ja510427r (Publisher version)
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 Creators:
Roy, S., Author
Mondal, K. C., Author
Krause, L., Author
Stollberg, P., Author
Herbst-Irmer, R., Author
Stalke, D., Author
Meyer, J., Author
Stückl, A. C., Author
Maity, B., Author
Koley, D., Author
Vasa, S. K.1, Author              
Xiang, S. Q.1, Author              
Linser, R.1, Author              
Roesky, H. W., Author
Affiliations:
1Research Group of Solid-State NMR-2, MPI for Biophysical Chemistry, Max Planck Society, ou_1950286              

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 Abstract: A silicon atom in the zero oxidation state stabilized by two carbene ligands is known as siladicarbene (silylone). There are two pairs of electrons on the silicon atom in silylone. This was recently confirmed by both experimental and theoretical charge density investigations. The silylone is stable up to 195 °C in an inert atmosphere. However, a substoichiometric amount (33 mol%) of potassium metal triggers the activation of the unsaturated C:Si:C backbone, leading to a selective reaction with a tertiary C–H bond in an atom-economical approach to form a six-membered cyclic silylene with three-coordinate silicon atom. Cyclic voltammetry shows that this reaction proceeds via the formation of a silylone radical anion intermediate, which is further confirmed by EPR spectroscopy.

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Language(s): eng - English
 Dates: 2014-11-102014-12-03
 Publication Status: Published in print
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 Rev. Method: Peer
 Identifiers: DOI: 10.1021/ja510427r
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Title: Journal of the American Chemical Society
Source Genre: Journal
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Pages: - Volume / Issue: 136 (48) Sequence Number: - Start / End Page: 16776 - 16779 Identifier: -