Synthesis and Characterization of Tetraphenyl-21,23-dideazaporphyrin: The Best Evidence Yet That Porphyrins Really Are the [18]Annulenes of Nature

McMurry coupling of a pyrrole bisacrylaldehyde afforded a dipyrrolic macrocycle that is structurally midway between 1,10-diaza[18]annulene and the porphyrins. The diprotonated dication of this system retains porphyrin-like properties and provides insights into the nature of porphyrinoid aromaticity.

通过吡咯双丙烯醛（pyrrole bisacrylaldehyde）的麦克默里偶联反应（McMurry coupling），可制得一种双吡咯大环（dipyrrolic macrocycle），其结构介于1,10-二氮杂[18]轮烯（1,10-diaza[18]annulene）与卟啉类化合物（porphyrins）之间。该体系的双质子化二阳离子（diprotonated dication）仍保留类卟啉特性，可为类卟啉芳香性（porphyrinoid aromaticity）的本质研究提供重要见解。