Conversion of a Singlet Silylene to a stable Biradical

Kartik Chandra Mondal, Herbert W. Roesky, Martin C. Schwarzer, Gernot Frenking, Igor Tkach, Hilke Wolf, Daniel Kratzert, Regine Herbst‐Irmer, Benedikt Niepötter, Dietmar Stalke

Angewandte Chemie International Edition · 2012 · 175 citations · 32 references

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Abstract

Silicon becomes colored: Stable biradicals were prepared from an N-heterocyclic carbene stabilized SiCl2 and a cyclic alkyl(amino)carbene, and characterized as two polymorphs. The deep-blue crystals of one polymorph are stable upon exposure to air for about a week, while the solution in THF decomposes rapidly when exposed to air. In a side reaction, the different carbene species react with each other under CH activation and CC bond formation in the presence of the biradical. As a service to our authors and readers, this journal provides supporting information supplied by the authors. Such materials are peer reviewed and may be re-organized for online delivery, but are not copy-edited or typeset. Technical support issues arising from supporting information (other than missing files) should be addressed to the authors. Please note: The publisher is not responsible for the content or functionality of any supporting information supplied by the authors. Any queries (other than missing content) should be directed to the corresponding author for the article.

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