Some studies in the chemistry of reactive intermediates

The reactions of tetrafluorobenzyne and tetrachlorobenzyne with styrene have been investigated and found to give predominantly or exclusively 1,2,3,4-tetrahalogeno-9,10-dihydrophenanthrenes or 1,2,3,4-tetrahalogenophenanthrenes in good yield. Similar reactions are reported in which the arynes were generated in the presence of α-methyl-, trans-β-methyl-, 2-methyl-, 3-methyl-, 4-methyl-, and 2,4-dimethylstyrene. Reactions were also carried out with trans-stilbene, 1,1-diphenylethylene, 1-phenylcyclohexene and 1-vinylnaphthalene. [Continues.]