Singly N-fused Möbius aromatic [28]hexaphyrins(1.1.1.1.1.1)

Area of Science:

• * Supramolecular Chemistry
• * Organic Chemistry
• * Materials Science

Background:

• * Porphyrinoids are macrocyclic compounds with diverse applications in catalysis and medicine.
• * Exploring novel porphyrinoid structures is crucial for discovering new electronic and photophysical properties.
• * Möbius aromaticity, a unique topological aromaticity, has been observed in specific macrocyclic systems.

Purpose of the Study:

• * To synthesize and characterize a singly N-fused [28]hexaphyrin.
• * To investigate the coordination chemistry of the N-fused hexaphyrin with palladium.
• * To determine if the resulting palladium complex exhibits Möbius aromatic properties.

Main Methods:

• * Isolation and purification of a singly N-fused [28]hexaphyrin.
• * Metalation of the hexaphyrin with palladium(II) acetate (Pd(OAc)2).
• * Spectroscopic (UV-Vis, NMR) and structural (X-ray crystallography) analysis of the palladium complex.

Main Results:

• * Successful synthesis of a conformationally twisted palladium(II) complex.
• * The complex exhibits characteristics of Möbius aromaticity, including a strong ring current.
• * The absorption spectrum of the complex is typical of aromatic porphyrinoids.

Conclusions:

• * The N-fused [28]hexaphyrin can be effectively metalated with palladium.
• * The resulting palladium complex displays distinct Möbius aromatic properties.
• * This study expands the understanding of aromaticity in complex, twisted porphyrinoid systems.