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大规模连续流动合成对环芳撑结构单元

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

作者信息

Griwatz Jan H, Kessler Mika L, Wegner Hermann A

机构信息

Institute of Organic Chemistry, Justus Liebig University Giessen, Heinrich-Buff-Ring 17, 35392, Giessen, Germany.

Center for Materials Research, Justus Liebig University Giessen, Heinrich-Buff-Ring 16, 35392, Giessen, Germany.

出版信息

Chemistry. 2023 Nov 13;29(63):e202302173. doi: 10.1002/chem.202302173. Epub 2023 Sep 27.

Abstract

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.

摘要

[n]环对亚苯基([n]CPPs)及类似纳米环的合成通常基于将构建模块组合成大环前体,然后在最后一步进行芳构化。大量获取这些构建模块将简化作为新型功能材料用于应用的CPPs的合成与研究。在此,我们报告了通过在自建反应器中使用电化学氧化、锂化和铃木交叉偶联等通用合成技术,以高达千克规模连续流动合成关键的CPP构建模块。

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