Directed synthesis of [2]catenanes incorporating naphthalenediimide and crown ethers by associated interactions of templates
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Updated: May 30, 2026

Microwave-assisted Intramolecular Dehydrogenative Diels-Alder Reactions for the Synthesis of Functionalized Naphthalenes/Solvatochromic Dyes
Published on: April 1, 2013
Wenlong Yang1, Yongjun Li, Jianhong Zhang
1Beijing National Laboratory for Molecular Sciences, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, PR China.
Abstract:
In this paper, we introduce a simple one-step method to synthesize [2]catenanes incorporating naphthalenediimide and crown ethers by associated interactions of templates. In this functional supermolecular system, the combined hydrogen-bond and π-donor/π-acceptor interactions led production of the [2]catenanes which exhibit reversible moving of the crown ether macrocycle on the big ring between two stations via de/reprotonation. This movement on the big ring can change the electron interaction, resulting in strong quenching of the emission of naphthalene diimide.
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