ArticleAngewandte Chemie (International ed. in English)2022
Squarephaneic Tetraanhydride: A Conjugated Square-Shaped Cyclophane for the Synthesis of Porous Organic Materials.
Article in Angewandte Chemie (International ed. in English), 2022. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 7 papers.
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Who cites it
7 citing papers in PubMed.
- Concealed antiaromaticity.Open research Europe · 2025Article
- Reducing undesired solubility of squarephaneic tetraimide for use as an organic battery electrode material.Faraday discussions · 2024Article
- RETRACTED: Synthesis and Properties of Novel Alkyl-Substituted Hexaazacyclophanes and Their Diradical DicationsMolecules (Basel, Switzerland) · 2024Article
- Crystallographic evidence for global aromaticity in the di-anion and tetra-anion of a cyclophane hydrocarbon.Chemical science · 2023Article
- Functionalisation of conjugated macrocycles with type I and II concealed antiaromaticityMolecular systems design & engineering · 2023Article
- Squarephaneic Tetraanhydride: A Conjugated Square-Shaped Cyclophane for the Synthesis of Porous Organic Materials.Angewandte Chemie (International ed. in English) · 2022Article
- Squarephaneic Tetraanhydride: A Conjugated Square-Shaped Cyclophane for the Synthesis of Porous Organic Materials.Angewandte Chemie (Weinheim an der Bergstrasse, Germany) · 2022Article
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Authors and funding
10 authors.
Funding
Abstract
Aromatic carboxylic anhydrides are ubiquitous building blocks in organic materials chemistry and have received considerable attention in the synthesis of organic semiconductors, pigments, and battery electrode materials. Here we extend the family of aromatic carboxylic anhydrides with a unique new member, a conjugated cyclophane with four anhydride groups. The cyclophane is obtained in a three-step synthesis and can be functionalised efficiently, as shown by the conversion into tetraimides and an octacarboxylate. Crystal structures reveal the high degree of porosity achievable with the new building block. Excellent electrochemical properties and reversible reduction to the tetraanions are shown for the imides; NMR and EPR measurements confirm the global aromaticity of the dianions and evidence the global Baird aromaticity of the tetraanions. Considering the short synthesis and unique properties, we expect widespread use of the new building block in the development of organic materials.
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