Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 58, Issue 13, Pages 4371-4375Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201900824
Keywords
disilenes; double bonds; inverted geometry; molecular structures; silicon
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Funding
- JSPS KAKENHI [JP25248010, JP17H03015]
- MEXT KAKENHI [JP24109004]
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Bicyclo[1.1.0]tetrasil-1(3)-ene 1, a tetrasilicon analogue of bicyclo[1.1.0]but-1(3)-ene that contains a formal double bond between bridgehead silicon atoms in an inverted geometry, was synthesized and isolated in the form of thermally stable orange crystals. The distance between the bridgehead Si atoms in 1 is much longer than those in typical Si=Si bonds, but still shorter than that of a previously reported pentasila[1.1.1]propellane. DFT calculations suggest that the bridgehead bond in 1 comprises a sigma bond with an inverted geometry and a bond. This notion is supported by the UV/Vis spectrum of 1, which exhibits several absorption bands in the UV/Vis region. While 1 is stable toward typical trapping agents for Si=Si double bonds, 1 reacts with carbon tetrachloride to furnish a hexachlorotetrasilane.
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