CC BY-NC-ND 4.0 · Organic Materials 2020; 02(04): 306-312
DOI: 10.1055/s-0040-1721082
Focus Issue: Curved Organic π-Systems
Original Article

One-Pot Synthesis of Cycloparaphenylenes

a  Institute of Organic Chemistry, Justus Liebig University Giessen, Heinrich-Buff-Ring 17, 35392, Giessen, Germany
b  Center for Materials Research, Justus Liebig University Giessen, Heinrich-Buff-Ring 16, 35392, Giessen, Germany
,
a  Institute of Organic Chemistry, Justus Liebig University Giessen, Heinrich-Buff-Ring 17, 35392, Giessen, Germany
b  Center for Materials Research, Justus Liebig University Giessen, Heinrich-Buff-Ring 16, 35392, Giessen, Germany
› Author Affiliations
Funding Information Financial support was provided by the Justus Liebig University Giessen.


Abstract

The preparation of cycloparaphenylenes ([n]CPPs) with their bent π-system poses a long-standing challenge in organic synthesis. In the current multi-step approaches to access CPPs, pre-angulated precursors were combined using transition metal-catalysed or mediated coupling reactions. Therefore, there is a long way to the realisation of the idea of an ‘ideal synthesis’. An easy and efficient synthesis of different [n]CPPs would represent a breakthrough, also pushing their incorporation into organic materials. By combining multiple steps in a one-pot approach, the overall time and workload can be drastically shortened. Herein, we present the application of this concept for the preparation of [6] and [9]CPP as a simple and fast alternative to current methods. By tuning the reaction conditions the selective synthesis of both [6] and [9]CPP was demonstrated.

Supporting Information

Supporting information for this article is available online at http://doi.org/10.1055/s-0040-1721082.


Supporting Information



Publication History

Received: 31 August 2020

Accepted: 29 September 2020

Publication Date:
22 November 2020 (online)

© 2020. The Author(s). This is an open access article published by Thieme under the terms of the Creative Commons Attribution-NonDerivative-NonCommercial License, permitting copying and reproduction so long as the original work is given appropriate credit. Contents may not be used for commercial purposes, or adapted, remixed, transformed or built upon. (https://creativecommons.org/licenses/by-nc-nd/4.0/)

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