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The syntheses and dehydrochlorinations of a number of bridgehead-substituted 7,8-dichlorodibenzobicyclo-[2.2.2] octadienes are described. The bridgehead substituents (and corresponding substrates) include (CH 2 ) 2 CO 2 H (14b), (CH 2 ) 3 OCH 3 (16), CH 2 OCH 3 (17), (CH 2 ) 3 OH (12), (CH 2 ) 2 OH (20), and CH 2 OH (22). Base-induced dehydrochlorinations of 14b yield predominantly vinyl chloride resulting from base attack on H at C-8 (remote from the carboxylate anion) similar to observations in previous related studies. Dehydrochlorinations of 16 and 17 yielded the isomeric vinyl chlorides with almost complete loss of regioselectivity. Dehydrochlorinations of 12 and 20 (and to a lesser extent with 22) proceeded with high regioselectivity opposite to that observed for 14b. These results suggest the intervention of intramolecular base-induced eliminations from 12 and 20 and to a lesser degree with 22

The syntheses and dehydrochlorinations of a number of bridgehead-substituted 7,8-dichlorodibenzobicyclo-[2.2.2] octadienes are described. The bridgehead substituents (and corresponding substrates) include (CH 2 ) 2 CO 2 H (14b), (CH 2 ) 3 OCH 3 (16), CH 2 OCH 3 (17), (CH 2 ) 3 OH (12), (CH 2 ) 2 OH (20), and CH 2 OH (22). Base-induced dehydrochlorinations of 14b yield predominantly vinyl chloride resulting from base attack on H at C-8 (remote from the carboxylate anion) similar to observations in previous related studies. Dehydrochlorinations of 16 and 17 yielded the isomeric vinyl chlorides with almost complete loss of regioselectivity. Dehydrochlorinations of 12 and 20 (and to a lesser extent with 22) proceeded with high regioselectivity opposite to that observed for 14b. These results suggest the intervention of intramolecular base-induced eliminations from 12 and 20 and to a lesser degree with 22

On etudie la preparation et la dechlorhydratation d'isomeres cis et trans d'acides de chloro-11,12 dihydro-9,10 ethano-9,10 anthracene-carboxyliques-1 et -acetiques-9

La difference entre les orientations angulaires des dipoles carbone-chlore dans les acides chloro-11 et -12 dihydro-9,10 etheno-9,10anthracenecarboxyliques-1 est responsable en premier lieu de cette inversion dans l'attenuation des distances attendue

Die Thermolyse eines Gemisches aus a,a-Diphenyl-N-benzhydrylnitron und seines [p,p′,p",p"′-D4 ]Derivates, dessen Darstellung beschrieben wird, wird untersucht.