Reaction of dicymantrenylketone with mesitylmagnesium bromide
摘要:
The reaction of dicymantrenyl ketone with the Grignard reagent 2,4,6-Me(3)C(6)H(2)MgBr in THF occurs as the insertion of the mesityl substituent in the alpha-position of one of the cyclopentadienyl rings to give (2-mesitylcymantrenyl) cymantrenyl ketone (4), rather than as addition at the C=O group. Reduction of 4 by NaBH4 in a THF-EtOH mixture affords (2-mesitylcymantrenyl) cymantrenylmethanol (5). Ionic hydrogenation of 5 with the HSiEt(3)/CF3COOH system gives (2-mesitylcymantrenyl)cymantrenylmethane (7). The structnre of alcohol 5 has been established by X-ray diffraction analysis.