Thermally induced skeletal inversion and ring opening of hexamethylbicyclo[2.2.0]hexanes |
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| Authors: | A Sinnema F van Rantwijk AJ de Koning AM van Wijk H van Bekkum |
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| Institution: | Laboratory of Organic Chemistry, Delft University of Technology, Julianalaan 136, Delft-2208, The Netherlands |
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| Abstract: | Hexamethylbicyclo2.2.0]hexanes underwent endo,exo isomerization (skeletal inversion) and stereoselective supra, antara cleavage at 140–250°. The kinetics were studied and the products isolated and identified. The reactions are discussed in terms of a common 1,4-π-bonded intermediate which evolves to the invertomer or opens conrotatorially to methyl-substituted hexadienes. |
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