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巯基乙酰基封端的二茂铁-蒽醌化合物:质子化诱导的分子内电子转移引发的光电化学性质及其合成。

Thioacetyl-terminated ferrocene-anthraquinone conjugates: synthesis, photo- and electrochemical properties triggered by protonation-induced intramolecular electron transfer.

机构信息

Department of Chemistry, School of Science, the University of Tokyo, Hongo, Bunkyo-ku, Tokyo 113-0033, Japan.

出版信息

Molecules. 2010 Jan 4;15(1):150-63. doi: 10.3390/molecules15010150.

DOI:10.3390/molecules15010150
PMID:20110880
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6256930/
Abstract

Two thioacetyl-terminated ferrocene-anthraquinone donor-acceptor molecules with different pi-electron conjugative units have been synthesized via a series of Stille and Sonagashira reactions. Their photochemical and electrochemical properties before and after addition of an organic acid are investigated, indicating that these complexes are sensitive to external perturbation of protonation, leading the structural change to an expansion of pi-conjugated system by cyclocondensation reaction and promoting intramolecular electron transfer from donor to acceptor. They would be good candidates for studies of novel SAMs, and the properties triggered by protonation-induced intramolecular electron transfer will make the SAMs be useful in designing new functional molecular devices.

摘要

两个含不同π电子共轭单元的硫代乙酰基封端二茂铁-蒽醌给体-受体分子通过一系列 Stille 和 Sonagashira 反应合成。研究了它们在加入有机酸前后的光化学和电化学性质,表明这些配合物对外界质子化的扰动敏感,导致结构通过环缩合反应扩展到π共轭体系,并促进从供体到受体的分子内电子转移。它们将是研究新型自组装单层的良好候选物,而质子诱导的分子内电子转移引发的性质将使自组装单层在设计新型功能分子器件方面具有应用价值。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0841/6256930/9bbd1297239a/molecules-15-00150-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0841/6256930/f35c076ae97d/molecules-15-00150-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0841/6256930/9f75d7472db2/molecules-15-00150-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0841/6256930/a429185c4fba/molecules-15-00150-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0841/6256930/7d2846b56af5/molecules-15-00150-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0841/6256930/9bbd1297239a/molecules-15-00150-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0841/6256930/f35c076ae97d/molecules-15-00150-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0841/6256930/9f75d7472db2/molecules-15-00150-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0841/6256930/a429185c4fba/molecules-15-00150-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0841/6256930/7d2846b56af5/molecules-15-00150-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0841/6256930/9bbd1297239a/molecules-15-00150-g003.jpg

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