Stable Antiaromatic [24]Hexaphyrin(1.1.0.0.1.0) and Its Metal Complexes.

Org Lett

Key Laboratory of Chemical Biology and Traditional Chinese Medicine (Ministry of Educational of China), Key Laboratory of the Assembly and Application of Organic Functional Molecules of Hunan Province, Hunan Normal University, Changsha 410081, China.

Published: November 2023

AI Article Synopsis

  • The compound 5,10,23-Trimesityl-substituted [24]hexaphyrin(1.1.0.0.1.0) was synthesized as a stable antiaromatic molecule using a base-catalyzed reaction, and it can be converted to an unstable aromatic [26]hexaphyrin.
  • The [24]hexaphyrin serves as a ligand, forming two complexes: a bis-Pd complex and a tris-Rh complex, each with distinct structures and properties.
  • The bis-Pd complex features two palladium ions linked by an acetate anion and exhibits a strong paratropic ring current, while the tris-Rh complex contains three

Article Abstract

5,10,23-Trimesityl-substituted [24]hexaphyrin(1.1.0.0.1.0) was synthesized as a stable antiaromatic molecule by base-catalyzed twofold SAr reaction and was reduced to the corresponding [26]hexaphyrin, which was an unstable aromatic molecule because it easily oxidized to the [24]hexaphyrin. The [24]hexaphyrin served as a ligand to give the bis-Pd complex and tris-Rh complex with unique structures. The former complex has two square-planar-coordinated Pd ions bridged by an acetate anion and shows a strong paratropic ring current, while the latter complex has three Rh ions coordinated with two pyrrolic nitrogen atoms and two carbonyl groups, but one carbonyl group is shared with two Rh ions in a unique manner.

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http://dx.doi.org/10.1021/acs.orglett.3c03231DOI Listing

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