Transformation of functional π-conjugated molecules into open-shell state

我们开发了一种有效的方法来引入六周六苯并冠烯的各种官能团。其次，我们发现氨基取代的卟啉的氧化提供了具有高区域选择性的高产率的吡嗪稠合二聚体。还通过氧化氨基取代的蒽类化合物得到了吡嗪稠合二聚体。在这种情况下，得到了具有螺旋构象的吡咯熔融二聚体。此外，二羟基蒽的氧化生成了高度扭曲的[2.2]偏环番化合物。

We developed efficient method for introduction of various functionalities toward hexa-peri-hexabenzocoronenes. Second, we discovered that oxidation of amino-substituted porphyrins provided pyrazine-fused dimers in excellent yield with high regioselectivity. The pyrazine-fused dimers were also obtained by oxidation of amino-substituted anthracenes. In this case, pyrrole-fused dimer with helical conformation was obtained. Furthermore, oxidation of dihydroxyanthracenes afforded highly distorted [2.2]metacyclophanes.