Hydraziniiberbruckte [14]Annulene : Eke einfache Synthese des 4,9-Bis(diacetylamino)-3 ,S-dicyan-lOb ,10c-diazadicyclopent a[ ef,kZ] hep t alens 1) Eingegangen am 12. Februar 1973 N,N-Bisuccinimid (5) reagiert mit (Cyanmethylen)-bzw. (Athoxycarbonylmethy1en)triphenylphosphoran zu den 2,2',5,5'-tetrasubstituierten 1,l'-Bipyrrolen 7a, b. Kondensation von 7 a zum Enaminnitril 8 und anschlieBende dehydrierende Acetylierung fuhrt zum substituierten diatropen 10b,10c-Diazadicyclopentaheptalen 9.
Hydrazine-bridged [14]Annulenes : A Simple Synthesis of 4,9-Bis(diacetylamino)-3,8-dicyano-10b,10c-diazadicyclopenta[ef,kl]heptalene 1)N,N-Bisuccinimid (5) reacts with (cyanomethy1ene)-or (iithoxycarbonylmethy1ene)triphenylphosphoram to give the 2,2',5.5'-tetrasubstituted 1,l'-bipyrrols 7a, b. Condensation of 7 a to 8 and subsequent dehydrogenating acetylation yields the diatropic title compound 9.
W. Flitsch und H . YeetersJahrg. 106
Die Darstellung der 1,4;8,annulene 2 wird beschrieben. Anhand einer einfachen MO-Betrachtung werden die Eigenschaften der Verbindungen diskutiert und mit denen der IOb,lOc-Diazadicyclopenta[eJkl-jheptalene 1 verglichen.
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