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在1、3、6和8位带有两种取代基的芘衍生物——时尚还是必要?

Pyrene derivatives with two types of substituents at positions 1, 3, 6, and 8 - fad or necessity?

作者信息

Zych Dawid, Slodek Aneta

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

RSC Adv. 2019 Aug 2;9(41):24015-24024. doi: 10.1039/c9ra04503a. eCollection 2019 Jul 29.

DOI:10.1039/c9ra04503a
PMID:35530584
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9069507/
Abstract

1,3,6,8-Tetrasubstituted pyrene derivatives with two types of substituents in an asymmetry or axial symmetry pattern have been prepared and characterized. To the best of our knowledge, these compounds are compared for the first time to their analogs containing the same substituent at all four positions, which explains the need for their synthesis. We present information on the chemistry of pyrenes, which are substituted in the non-K region, to help obtain the most efficient materials. Moreover, theoretical studies were extended to analogs which contain the first type of substituent at positions 1 and 3, whereas the second type of substituent is located at positions 6 and 8, for which the synthesis is nontrivial. The obtained data show which trend these kinds of molecules will follow.

摘要

已经制备并表征了具有不对称或轴对称模式的两种取代基的1,3,6,8-四取代芘衍生物。据我们所知,首次将这些化合物与其在所有四个位置都含有相同取代基的类似物进行比较,这解释了合成它们的必要性。我们提供了关于在非K区域被取代的芘的化学信息,以帮助获得最有效的材料。此外,理论研究扩展到在1和3位含有第一种取代基,而第二种取代基位于6和8位的类似物,其合成并不简单。所获得的数据表明了这类分子将遵循的趋势。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f255/9069507/2698e3df5ab5/c9ra04503a-f5.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f255/9069507/506634b3582a/c9ra04503a-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f255/9069507/866ba1e13012/c9ra04503a-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f255/9069507/289aec6b8aed/c9ra04503a-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f255/9069507/67c1ce6731ca/c9ra04503a-f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f255/9069507/a3bd8f8edc26/c9ra04503a-f3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f255/9069507/bca31f384022/c9ra04503a-f4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f255/9069507/2698e3df5ab5/c9ra04503a-f5.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f255/9069507/506634b3582a/c9ra04503a-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f255/9069507/866ba1e13012/c9ra04503a-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f255/9069507/289aec6b8aed/c9ra04503a-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f255/9069507/67c1ce6731ca/c9ra04503a-f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f255/9069507/a3bd8f8edc26/c9ra04503a-f3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f255/9069507/bca31f384022/c9ra04503a-f4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f255/9069507/2698e3df5ab5/c9ra04503a-f5.jpg

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4
DFT/TD-DFT Framework of Mixed-Metal Complexes with Symmetrical and Unsymmetrical Bridging Ligands-Step-By-Step Investigations: Mononuclear, Dinuclear Homometallic, and Heterometallic for Optoelectronic Applications.具有对称和不对称桥连配体的混合金属配合物的密度泛函理论/含时密度泛函理论框架——逐步研究:用于光电子应用的单核、双核同金属和异金属配合物
Materials (Basel). 2021 Dec 16;14(24):7783. doi: 10.3390/ma14247783.
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J Org Chem. 2015 Nov 6;80(21):10794-805. doi: 10.1021/acs.joc.5b01987. Epub 2015 Oct 22.
4
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