The incorporation of ap henanthrene moiety into ap orphyrin framework results in the formation of ah ybrid macrocycle-phenanthriporphyrin-merging the structural features of polycyclic aromatic hydrocarbons and porphyrins. An antiaromatic aceneporphyrinoid, adopting the trianionic {CCNN} core,i ss uitable for the incorporation of ap hosphorus(V) center to form ah ypervalent organophosphorus(V) derivative.