Discovery of Deep-Seated Skeletal Rearrangements in the Photocyclizations of Some tert-Butyl-Substituted 1,2-Diarylethylenes.
2015
The in-solution oxidative photocyclization of stilbenes to phenanthrenes is a well-known and synthetically valuable reaction. We report here our discovery that the oxidative photocyclization of several tert-butyl-substituted 1-styrylphenanthrenes resulted not only in the expected formation of tert-butyl-substituted picenes but also in the previously unknown rearrangement leading to the formation of tert-butyl-substituted pentahelicenes.
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