Synthese dienophiler und enophiler Phthalocyanine

Synthesis of Dienophilic and Enophilic Phthalocyanines From 1,2,3,4‐tetrahydro‐2,3‐dimethylen‐1,4‐epoxynaphthalene‐6,7‐dicarbonitrile ( 2 ) or the corresponding 1,3‐diimino‐1,3‐dihydroisoindole 3 the hexadecahydro‐octamethylenetetraepoxynaphthalocyanine 4 as well as the nickel and the iron complexes 5 and 6 containing enophilic side groups have been synthesized. From 1,4‐dihydro‐1,4‐epoxynaphthalene‐6,7‐dicarbonitrile ( 8 ) and its corresponding 1,3‐diimino‐1,3‐dihydroisonindole 9 the octahydro‐tetraepoxynaphthalocyanines 10 , 11 , and 12 , respectively, which contain dienophilic substituents, are obtained. 11 reacts with 2,3‐dimethylbutadiene to form the adduct 13 .