N-Confused Pyritriphyrin: A New Class of Triphyrin and Its Calixphyrin Analogue

The N-confused pyritriphyrin(3.3.1) was synthesized by switching the bonding mode of subpyriporphyrin with inclusion of two o-phenylene rings in the macrocyclic core and prevails nonaromatic character due to the local aromatic characteristic of the embedded 3,5-diphenylpyridyl unit. The simplest contracted derivative of N-confused pyricalixphyrin such as calix[2]phyrin(2.2.1.1.1) is mainly achieved; (a) along with N-confused pyritriphyrin; (b) by changing the reaction condition and (c) from N-confused pyritriphyrin by using simple reducing agent. The conversion of N-confused pyritriphyrin to respective calixphyrin analogue was elusive so far. The molecular structure of calixphyrin is unambiguously confirmed by crystal analysis which reveals its partial ruffled conformation with exclusively amine pyrrole units in the macrocyclic core in spite of steric congestion, which is unprecedented to date.