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

Authors
Liu, YangXu, LingRao, YutaoKim, JinseokYin, BangshaoZhou, MingboOh, JuwonKim, DonghoSong, JianxinOsuka, Atsuhiro
Issue Date
Nov-2023
Publisher
AMER CHEMICAL SOC
Citation
ORGANIC LETTERS, v.25, no.45, pp 8121 - 8126
Pages
6
Journal Title
ORGANIC LETTERS
Volume
25
Number
45
Start Page
8121
End Page
8126
URI
https://scholarworks.bwise.kr/sch/handle/2021.sw.sch/25638
DOI
10.1021/acs.orglett.3c03231
ISSN
1523-7060
1523-7052
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 SNAr 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-II complex and tris-Rh-I complex with unique structures. The former complex has two square-planar-coordinated Pd-II ions bridged by an acetate anion and shows a strong paratropic ring current, while the latter complex has three Rh-I ions coordinated with two pyrrolic nitrogen atoms and two carbonyl groups, but one carbonyl group is shared with two Rh-I ions in a unique manner.
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