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N‐Confused Pyritriphyrin: A New Class of Triphyrin and Its Calixphyrin Analogue
Ist Teil von
European journal of organic chemistry, 2021-10, Vol.2021 (37), p.5222-5226
Ort / Verlag
Weinheim: Wiley Subscription Services, Inc
Erscheinungsjahr
2021
Quelle
Alma/SFX Local Collection
Beschreibungen/Notizen
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.
The synthesized N‐confused pyritriphyrin(3.3.1) begets a new class of triphyrin analogues. The reduction of N‐confused triphyrin resulted in the formation of the respective calixphyrin analogue. The molecular structure of N‐confused pyricalixphyrin is explicitly confirmed by single‐crystal X‐ray analyses and adopts partial ruffled conformation with exclusively amine pyrrole rings in the macrocyclic core.