One-Electron-Mediated Rearrangements of 2,3-Disiladicarbene

2014 | journal article. A publication of Göttingen

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​One-Electron-Mediated Rearrangements of 2,3-Disiladicarbene​
Mondal, K. C.; Samuel, P. P. ; Roesky, H. W. ; Aysin, R. R.; Leites, L. A.; Neudeck, S. & Luebben, J. et al.​ (2014) 
Journal of the American Chemical Society136(25) pp. 8919​-8922​.​ DOI: 

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Mondal, Kartik Chandra; Samuel, Prinson Poikayil ; Roesky, Herbert W. ; Aysin, Rinat R.; Leites, Larissa A.; Neudeck, Sven; Luebben, Jens; Dittrich, Birger ; Holzmann, Nicole; Hermann, Markus; Frenking, Gernot
A disiladicarbene, (Cy-cAAC)(2)Si-2 (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 degrees 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(circle-), 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(circle-).
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Journal of the American Chemical Society 
Deutsche Forschungsgemeinschaft [DFG RO 224/60-I]



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