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基于咔唑的电活性多环芳烃:合成、光物理性质及计算研究

Electroactive Carbazole-Based Polycyclic Aromatic Hydrocarbons: Synthesis, Photophysical Properties, and Computational Studies.

作者信息

Wong Hui Qi, Lin Ting-Hsuan, Liao Jian-Ming, Kholimatussadiah Septia, Baskoro Febri, Tsai Hui-Hsu Gavin, Yen Hung-Ju

机构信息

Institute of Chemistry, Academia Sinica, 128 Academia Road, Section 2, Nankang, Taipei 11529, Taiwan.

Sustainable Chemical Science and Technology Program, Taiwan International Graduate Program (TIGP), Academia Sinica and National Taiwan University, Taipei 11529, Taiwan.

出版信息

ACS Omega. 2024 Jun 18;9(27):29379-29390. doi: 10.1021/acsomega.4c01434. eCollection 2024 Jul 9.

DOI:10.1021/acsomega.4c01434
PMID:39005832
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC11238223/
Abstract

Herein, we explored the oxidative coupling reactions of carbazole-based polycyclic aromatic hydrocarbons using traditional Scholl reactions and electrochemical oxidation. Our findings indicate that the oxidation predominantly occurs at the carbazole functional group. The underlying reaction mechanisms were also clarified through theoretical investigations, highlighting that the primary oxidation pathway involves the 3,6-positions of the carbazole moiety, which is attributable to its high electron density.

摘要

在此,我们利用传统的肖尔反应和电化学氧化方法,探索了咔唑基多环芳烃的氧化偶联反应。我们的研究结果表明,氧化主要发生在咔唑官能团上。通过理论研究也阐明了潜在的反应机理,强调主要的氧化途径涉及咔唑部分的3,6-位,这归因于其高电子密度。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e876/11238223/95e9aceaa6ff/ao4c01434_0006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e876/11238223/0fe260588d3a/ao4c01434_0007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e876/11238223/754faff35085/ao4c01434_0001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e876/11238223/1c792804a029/ao4c01434_0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e876/11238223/05ba002f685e/ao4c01434_0008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e876/11238223/e1b957911eac/ao4c01434_0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e876/11238223/e604a2507b7e/ao4c01434_0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e876/11238223/33dfced084b3/ao4c01434_0005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e876/11238223/95e9aceaa6ff/ao4c01434_0006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e876/11238223/0fe260588d3a/ao4c01434_0007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e876/11238223/754faff35085/ao4c01434_0001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e876/11238223/1c792804a029/ao4c01434_0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e876/11238223/05ba002f685e/ao4c01434_0008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e876/11238223/e1b957911eac/ao4c01434_0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e876/11238223/e604a2507b7e/ao4c01434_0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e876/11238223/33dfced084b3/ao4c01434_0005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e876/11238223/95e9aceaa6ff/ao4c01434_0006.jpg

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