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新型基于并四苯的二吡咯甲烷(DPMs):合成、光谱表征及光物理性质

Novel truxene-based dipyrromethanes (DPMs): synthesis, spectroscopic characterization and photophysical properties.

作者信息

Alvi Shakeel, Ali Rashid

机构信息

Department of Chemistry, Jamia Millia Islamia, Jamia Nagar, Okhla, New Delhi-110025, India.

出版信息

Beilstein J Org Chem. 2024 Aug 29;20:2163-2170. doi: 10.3762/bjoc.20.186. eCollection 2024.

DOI:10.3762/bjoc.20.186
PMID:39224227
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC11368050/
Abstract

For the first time, herein, we report the synthetic part of the truxene-centred mono-, di- and tri-substituted dipyromethanes (DPMs) in good yields (60-80%) along with their preliminary photophysical (absorption, emission and time resolved fluorescence lifetime) properties. The condensation reaction for assembling the required DPMs were catalyzed with trifluoroacetic acid (TFA) at 0 °C to room temperature (rt), and the stable dipyrromethanes were purified through silica-gel column chromatography. After successfully synthesizing these easy-to-make yet interesting molecules, they were fully characterized by means of the standard spectroscopic techniques (H NMR, C NMR and HRMS). We are of the opinion that these truxene-based systems will be useful for diverse applications in future studies.

摘要

在此,我们首次报告了以均三苯为中心的单取代、二取代和三取代二吡咯甲烷(DPMs)的合成部分,产率良好(60 - 80%),并报告了它们初步的光物理性质(吸收、发射和时间分辨荧光寿命)。组装所需DPMs的缩合反应在0°C至室温(rt)下用三氟乙酸(TFA)催化,稳定的二吡咯甲烷通过硅胶柱色谱法纯化。成功合成这些易于制备但有趣的分子后,通过标准光谱技术(1H NMR、13C NMR和HRMS)对它们进行了全面表征。我们认为这些基于均三苯的体系在未来的研究中将有多种用途。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f75e/11368050/2698abedf5ee/Beilstein_J_Org_Chem-20-2163-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f75e/11368050/a4c229f7b5be/Beilstein_J_Org_Chem-20-2163-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f75e/11368050/3baab9a4929b/Beilstein_J_Org_Chem-20-2163-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f75e/11368050/0698f1766f5f/Beilstein_J_Org_Chem-20-2163-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f75e/11368050/dd79877846f4/Beilstein_J_Org_Chem-20-2163-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f75e/11368050/2698abedf5ee/Beilstein_J_Org_Chem-20-2163-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f75e/11368050/a4c229f7b5be/Beilstein_J_Org_Chem-20-2163-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f75e/11368050/3baab9a4929b/Beilstein_J_Org_Chem-20-2163-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f75e/11368050/0698f1766f5f/Beilstein_J_Org_Chem-20-2163-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f75e/11368050/dd79877846f4/Beilstein_J_Org_Chem-20-2163-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f75e/11368050/2698abedf5ee/Beilstein_J_Org_Chem-20-2163-g004.jpg

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