Abstract
Novel cis- and trans-( o-H/Me/vinyl) substituted styryl furo-benzobicyclo[3.2.1]octadiene derivatives ( 7a, b, 8) were prepared and transformed to the novel naphthofuran derivatives of benzobicyclo[3.2.1]octadiene ( 6a, b) and novel phenanthrene-benzobicyclo[3.2.1]octadiene derivative ( 11) by photochemical electrocyclic ring closure in the presence of iodine and by intramolecular photoinduced [4+2] cycloaddition, respectively. These novel annelated bicyclo[3.2.1]octadiene derivatives ( 6a, b, 11) are especially interesting for their rigid methano-bridged junction of two aromatic units at defined geometrical arrangement and thereby as potentials for molecular clips.
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