4.6 Article

Continuous-Flow Synthesis of Cycloparaphenylene Building Blocks on a Large Scale

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CHEMISTRY-A EUROPEAN JOURNAL
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WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.202302173

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cross-coupling; cycloparaphenylene; flow chemistry; reactive intermediates; synthetic methods

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The synthesis of [n]cycloparaphenylenes ([n]CPPs) and similar nanohoops relies on combining building blocks to a macrocyclic precursor, followed by aromatization. Access to large amounts of these building blocks simplifies the synthesis and research of CPPs as novel functional materials. In this study, we demonstrate a continuous-flow synthesis of key CPP building blocks using self-built reactors on up to kilogram scale. This fast and large-scale access provides new possibilities for further research in the field of curved aromatic compounds.
The synthesis of [n]cycloparaphenylenes ([n]CPPs) and similar nanohoops is usually based on combining building blocks to a macrocyclic precursor, which is then aromatized in the final step. Access to those building blocks in large amounts will simplify the synthesis and studies of CPPs as novel functional materials for applications. Herein, we report a continuous-flow synthesis of key CPP building blocks by using versatile synthesis techniques such as electrochemical oxidation, lithiations and Suzuki cross-couplings in self-built reactors on up-to kilogram scale. Cycloparaphenylenes ([n]CPPs) and similar nanohoops are accessible by combining building blocks. Herein, we report a continuous-flow synthesis of key CPP building blocks by using self-built reactors on up-to kilogram scale. This fast and large-scale access opens new possibilities for further research in the field of curved aromatic compounds.image

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