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四硫富瓦烯取代的四氮杂冠醚萘酞菁的合成与性质。

Synthesis and Properties of Norphthalocyanines Functionalized with a Tetrathiacrown Ether-Tetrathiafulvalene Substituent.

机构信息

School of Chemistry and Life Science, Changchun University of Technology, Changchun 130012, China.

Advanced Institute of Materials Science, Changchun University of Technology, Changchun 130012, China.

出版信息

Molecules. 2023 Jan 17;28(3):916. doi: 10.3390/molecules28030916.

DOI:10.3390/molecules28030916
PMID:36770584
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9920445/
Abstract

To construct novel ion receptors and D-A self-assembly systems for materials with better functions, the annulation of a tetrathiafulvalene donor with a magnesium norphthalocyanine core via a flexible tetrathiacrown ether bridge afforded a new triad . The structure of this product was characterized by 1H NMR and infrared spectroscopy, time-of-flight mass spectrometry, and elemental analysis. The optical and electrochemical properties were investigated using UV-vis spectroscopy and cyclic voltammetry. The complex of triad and 2,3,5,6- tetrafluoro-7,7,8,8-tetracyanoquinodimethane produced electron transfer with a radical cationic character, as confirmed by UV-Vis and electron paramagnetic resonance analysis. Furthermore, the target compound presented evident intramolecular charge-transfer interactions in ground states, which were explained using density functional theory. Furthermore, norphthalocyanine was able to coordinate Ag through the peripheral ligating oxathiaether crown.

摘要

为了构建具有更好功能的材料的新型离子受体和 D-A 自组装体系,通过柔性四硫杂冠醚桥将四硫富瓦烯给体与镁萘并酞菁核心环合,得到了一种新的三联体。通过 1H NMR 和红外光谱、飞行时间质谱和元素分析对该产物的结构进行了表征。使用紫外可见光谱和循环伏安法研究了光学和电化学性质。三联体与 2,3,5,6-四氟-7,7,8,8-四氰基对醌二甲烷的配合物通过电子顺磁共振分析证实具有自由基阳离子特征的电子转移,通过紫外可见和电子顺磁共振分析证实了这一点。此外,目标化合物在基态下表现出明显的分子内电荷转移相互作用,这可以用密度泛函理论来解释。此外,通过外围配位氧杂硫醚冠,萘并酞菁能够与 Ag 配位。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0e63/9920445/8f0026000a63/molecules-28-00916-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0e63/9920445/0bbbc464b60c/molecules-28-00916-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0e63/9920445/eca8f2435bf7/molecules-28-00916-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0e63/9920445/cf73c2e279f8/molecules-28-00916-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0e63/9920445/b0c16deafc90/molecules-28-00916-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0e63/9920445/db43e615d093/molecules-28-00916-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0e63/9920445/e7959b06f987/molecules-28-00916-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0e63/9920445/8f0026000a63/molecules-28-00916-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0e63/9920445/0bbbc464b60c/molecules-28-00916-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0e63/9920445/eca8f2435bf7/molecules-28-00916-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0e63/9920445/cf73c2e279f8/molecules-28-00916-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0e63/9920445/b0c16deafc90/molecules-28-00916-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0e63/9920445/db43e615d093/molecules-28-00916-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0e63/9920445/e7959b06f987/molecules-28-00916-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0e63/9920445/8f0026000a63/molecules-28-00916-g006.jpg

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本文引用的文献

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