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聚芳环环蕃的设计及其相关光学性质。

Polyaromatic Cyclophanes Design and their Related Optical Properties.

作者信息

Diallo Oumou, Audibert Jean-Frédéric, Leray Isabelle, Kreher David, Bertrand Guillaume H V

机构信息

Université Paris-Saclay, CEA, List, F-91120, Palaiseau, France.

Institut Lavoisier de Versailles (ILV), CNRS, Université Paris-Saclay, 45 avenue des Etats-Unis, F-78035, Versailles, France.

出版信息

ChemistryOpen. 2025 Apr;14(4):e202400207. doi: 10.1002/open.202400207. Epub 2024 Dec 4.

DOI:10.1002/open.202400207
PMID:39628328
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC11973505/
Abstract

In this article, we present several organic synthetic way to synthesize a family of five polyaromatic molecules based on a cyclophane core. Our strategies revolves around palado-catalyzed substitution on a [2.2]paracyclophane (pCp) building block. Direct formation of a cyclophane was also employed for two molecules. The polyaromatic nature of the cyclophane library we synthetized made them good fluorophores candidate, we hence performed full photophysical characterization (Absorption, Emission, TCSPC) in different solvent as well as embed in polystyrene films. We evaluate how the cyclophane moiety influence their photo physical properties compared to their corresponding homologues without pCp core, demonstrating greater stoke shift and intramolecular exciplex behavior. The general behavior among cyclophanes was also compared and show solvent dependent properties as well as consistency of the photophysics between toluene and polystyrene matrix.

摘要

在本文中,我们展示了几种有机合成方法来合成基于环芳核的五个多芳族分子家族。我们的策略围绕着在[2.2]对环芳(pCp)构建块上进行钯催化的取代反应展开。对于两个分子,还采用了直接形成环芳的方法。我们合成的环芳库的多芳族性质使其成为良好的荧光团候选物,因此我们在不同溶剂中以及嵌入聚苯乙烯薄膜中进行了全面的光物理表征(吸收、发射、时间相关单光子计数)。我们评估了与没有pCp核的相应同系物相比,环芳部分如何影响它们的光物理性质,证明了更大的斯托克斯位移和分子内激基复合物行为。还比较了环芳之间的一般行为,结果表明它们具有溶剂依赖性性质以及在甲苯和聚苯乙烯基质中的光物理一致性。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/deaf/11973505/a05ceacf02b5/OPEN-14-e202400207-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/deaf/11973505/574cad0d655e/OPEN-14-e202400207-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/deaf/11973505/82106e3170df/OPEN-14-e202400207-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/deaf/11973505/927f92831082/OPEN-14-e202400207-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/deaf/11973505/12ec8e456d00/OPEN-14-e202400207-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/deaf/11973505/650f0b5cae00/OPEN-14-e202400207-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/deaf/11973505/f1a9dc7ab293/OPEN-14-e202400207-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/deaf/11973505/a05ceacf02b5/OPEN-14-e202400207-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/deaf/11973505/574cad0d655e/OPEN-14-e202400207-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/deaf/11973505/82106e3170df/OPEN-14-e202400207-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/deaf/11973505/927f92831082/OPEN-14-e202400207-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/deaf/11973505/12ec8e456d00/OPEN-14-e202400207-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/deaf/11973505/650f0b5cae00/OPEN-14-e202400207-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/deaf/11973505/f1a9dc7ab293/OPEN-14-e202400207-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/deaf/11973505/a05ceacf02b5/OPEN-14-e202400207-g003.jpg

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本文引用的文献

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