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非 K 区取代的并苯(1,3-、1,6- 和 1,8-)由(杂)芳基取代-综述。

Non-K Region Disubstituted Pyrenes (1,3-, 1,6- and 1,8-) by (Hetero)Aryl Groups-Review.

机构信息

Institute of Chemistry, Faculty of Mathematics, Physics and Chemistry, University of Silesia, Szkolna 9, 40-007 Katowice, Poland.

Institut für Silizium-Photovoltaik, Helmholtz-Zentrum Berlin für Materialien und Energie GmbH, Kekuléstraße 5, 12489 Berlin, Germany.

出版信息

Molecules. 2019 Jul 12;24(14):2551. doi: 10.3390/molecules24142551.

Abstract

Disubstituted pyrenes at the non-K region by the same or different (hetero)aryl groups have proven to be an increasingly interesting area of research for scientists over the last decade due to their optical and photophysical properties. However, in this area, there is no systematization of the structures and synthesis methods nor their limitations. In this review, all approaches to the synthesis of these compounds, starting from the commercially available pyrene are described. Herein, the ways of obtaining of disubstituted intermediates based on bromination and acylation reaction are presented. This is crucial in the determination of the possibility of further functionalization by using coupling, cycloaddition, condensation, etc. reactions. Moreover, the application of disubstituted pyrenes in the synthesis of 1,3,6,8-tetrasubstituted was also reviewed. This review describes the directions of research on chemistry of disubstituted pyrenes.

摘要

在过去的十年中,由于其光学和光物理性质,通过相同或不同(杂)芳基取代的非-K 区域的取代芘已被证明是科学家越来越感兴趣的研究领域。然而,在该领域,没有对结构和合成方法及其局限性进行系统的分类。在这篇综述中,描述了所有从商业上可获得的芘开始合成这些化合物的方法。本文介绍了基于溴化和酰化反应获得取代中间体的方法。这对于通过偶联、环加成、缩合等反应确定进一步官能化的可能性至关重要。此外,还综述了取代芘在 1,3,6,8-四取代化合物合成中的应用。本综述描述了取代芘化学研究的方向。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f64c/6680588/22de5dd22990/molecules-24-02551-g001.jpg

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