One-Electron-Mediated Rearrangements of 2,3-Disiladicarbene
2014
Mondal, Kartik Chandra | Samuel, Prinson P. | Roesky, H. W. | Aysin, Rinat R. | Leites, Larissa A. | Neudeck, Sven | Lübben, Jens | Dittrich, Birger | Holzmann, Nicole | Hermann, Markus | Frenking, G. (Gernot)
A disiladicarbene, (Cy-cAAC)₂Si₂ (2), was synthesized by reduction of Cy-cAAC:SiCl₄ adduct with KC₈. The dark-colored compound 2 is stable at room temperature for a year under an inert atmosphere. Moreover, it is stable up to 190 °C and also can be characterized by electron ionization mass spectrometry. Theoretical and Raman studies reveal the existence of a Si═Si double bond with a partial double bond between each carbene carbon atom and silicon atom. Cyclic voltammetry suggests that 2 can quasi-reversibly accept an electron to produce a very reactive radical anion, 2•–, as an intermediate species. Thus, reduction of 2 with potassium metal at room temperature led to the isolation of an isomeric neutral rearranged product and an anionic dimer of a potassium salt via the formation of 2•–.
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