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.
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Feucht et al. (1994) studied this question.
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