Synthese von Chlorinen mit annellierten Lactamringen als Untereinheiten für künstliche Photosynthese-Modellsysteme

Abstract

The dissertation subsumes to the actual photosynthetic research, which is engaged in discussions about details of biological photosynthetic processes. At the present time the synthesis of artificial modelsystems is aimed to abstract functional and structural aspects of natural photosynthetic-reaction center. These modelsystems allow investigations of processes under defined conditions. The dissertation describes the synthesis of chlorines with annellated lactame rings from cyclohept-4-enone and pyrrolic building blocks, which should be used as potential subunits for artificial photosynthtetic-reactioncenters. On attemps to synthesize differrent pyrrolic chlorin prebuilding blocks the synthesis of 5-formyl-2-cyanopyrrole was evolved. After linkage of this pyrrolic building block with an ABC-tricycle the cyclisation to chlorins containing an annellated ring were successful. After cleavage of a protecting group the chlorines underwent Beckmann-rearrangement which delivers chlorines with annellated lactame rings as potential subunits for photosynthetic-modelsystems.