Tetrahedron Letters p. 4867 - 4870 (1987)
Update date:2022-08-02
Topics:
Goldschmidt, Zeev
Genizi, Elisheva
Bicyclo<4.2.1>nona-2,4-diene-7,7,8,8-tetracarbonitrile rearranges selectively under direct irradiation in acetonitrile to tricyclo<3.2.2.02,4>non-6-ene-8,8,9,9-tetracarbonitrile, and upon acetone sensitization to bicyclo<3.2.2>nona-2,6-diene-8,8,9,9-tetracarbonitrile.Both products are derived from sigma bond cleavage, in contrast to the parent unsubstituted diene where only the ?-bonds react.
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