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2,4-二芳基-9-氯-5,6,7,8-四氢吖啶的光学和电化学性质的合成与研究

Synthesis and investigation on optical and electrochemical properties of 2,4-diaryl-9-chloro-5,6,7,8-tetrahydroacridines.

作者信息

Tka Najeh, Ayed Mohamed Adnene Hadj, Braiek Mourad Ben, Jabli Mahjoub, Langer Peter

机构信息

Laboratory of Asymmetric Synthesis and Molecular Engineering for Organic Electronic Materials (LR18ES19), Monastir University, Faculty of Sciences of Monastir, Environment street, 5019 Monastir, Tunisia.

Universität Rostock, Institut für Chemie, Albert-Einstein-Str. 3a, 18059 Rostock, Germany.

出版信息

Beilstein J Org Chem. 2021 Sep 20;17:2450-2461. doi: 10.3762/bjoc.17.162. eCollection 2021.

Abstract

A facile synthesis of 2,4-diaryl-9-chloro-5,6,7,8-tetrahydroacridine derivatives is reported which is based on POCl-mediated cyclodehydration followed by double Suzuki-Miyaura cross-coupling. The absorption and fluorescence properties of the obtained products were investigated and their HOMO/LUMO energy levels were estimated by cyclic voltammetry measurements. Besides, density functional theory calculations were carried out for further exploration of their electronic properties.

摘要

报道了一种简便合成2,4-二芳基-9-氯-5,6,7,8-四氢吖啶衍生物的方法,该方法基于POCl介导的环脱水反应,随后进行双Suzuki-Miyaura交叉偶联反应。研究了所得产物的吸收和荧光性质,并通过循环伏安法测量估算了它们的HOMO/LUMO能级。此外,还进行了密度泛函理论计算以进一步探索其电子性质。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/446d/8474071/1ccf00fb4780/Beilstein_J_Org_Chem-17-2450-g002.jpg

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