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邻氨基苯甲酰核心作为分子光敏剂合成中的π共轭桥。

The Anthranil Core as a π-Conjugated Bridge in the Synthesis of Molecular Photosensitizers.

作者信息

Marín Moncusí Laia, Puerto Galvis Carlos E, Martínez-Ferrero Eugenia, Palomares Emilio

机构信息

Institute of Chemical Research of Catalonia-The Barcelona Institute of Science and Technology (ICIQ-BIST), Avda. Països Catalans 16, 43007 Tarragona, Spain.

Departament d'Enginyeria Electrònica, Elèctrica i Automàtica. Universitat Rovira i Virgili, Avda. Països Catalans 26, 43007 Tarragona, Spain.

出版信息

J Org Chem. 2025 Aug 1;90(30):10908-10912. doi: 10.1021/acs.joc.5c00389. Epub 2025 Jul 17.

DOI:10.1021/acs.joc.5c00389
PMID:40674537
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC12418303/
Abstract

Molecular photosensitizers based on the anthranil core were synthesized through a six-step linear synthesis featuring a Suzuki coupling at the C7 position and a controlled C3-H arylation. The introduction of donor and acceptor groups allowed the synthesis of unsymmetrical photosensitizers that were then investigated, revealing different spectroscopic and optoelectronic properties. Transient spectroscopy of excited species indicated that placing the acceptor at C7 and the donor group at C3 altered the energy levels around the anthranil core, making these dyes attractive for photovoltaic applications.

摘要

基于邻氨基苯甲酸核心的分子光敏剂通过六步线性合成法制备，该合成法的特点是在C7位置进行铃木耦合反应以及可控的C3-H芳基化反应。供体和受体基团的引入使得不对称光敏剂得以合成，随后对其进行了研究，揭示了不同的光谱和光电性质。激发态物种的瞬态光谱表明，将受体置于C7位置且将供体基团置于C3位置会改变邻氨基苯甲酸核心周围的能级，使得这些染料在光伏应用方面具有吸引力。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/58bb/12418303/049cd0dfd9c7/jo5c00389_0007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/58bb/12418303/7b01cb74286d/jo5c00389_0001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/58bb/12418303/55ffe68c2817/jo5c00389_0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/58bb/12418303/7922854703cc/jo5c00389_0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/58bb/12418303/cbe359760516/jo5c00389_0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/58bb/12418303/adaad05f819e/jo5c00389_0005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/58bb/12418303/c2dde0caa334/jo5c00389_0006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/58bb/12418303/049cd0dfd9c7/jo5c00389_0007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/58bb/12418303/7b01cb74286d/jo5c00389_0001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/58bb/12418303/55ffe68c2817/jo5c00389_0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/58bb/12418303/7922854703cc/jo5c00389_0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/58bb/12418303/cbe359760516/jo5c00389_0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/58bb/12418303/adaad05f819e/jo5c00389_0005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/58bb/12418303/c2dde0caa334/jo5c00389_0006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/58bb/12418303/049cd0dfd9c7/jo5c00389_0007.jpg

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本文引用的文献

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A molecular photosensitizer achieves a V of 1.24 V enabling highly efficient and stable dye-sensitized solar cells with copper(II/I)-based electrolyte.一种分子光敏剂实现了1.24伏的电压，从而能够制造出基于铜（II/I）电解质的高效且稳定的染料敏化太阳能电池。
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