Thioacetyl-Terminated Ferrocene-Anthraquinone Conjugates: Synthesis, Photo- and Electrochemical Properties Triggered by Protonation-Induced Intramolecular Electron Transfer

Molecules

Wen-Wei Zhang¹  Mio Kondo¹  Takako Fujita¹  Kosuke Namiki¹  Masaki Murata¹ 

[1] ¹Department of Chemistry, School of Science, the University of Tokyo, Hongo, Bunkyo-ku, Tokyo 113-0033, Japan ²State Key Laboratory of Coordination Chemistry, Coordination Chemistry Institute, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210093, China

关键词: ferrocene;    anthraquinone;    donor-acceptor;    protonation;    valence tautomerization;   

DOI  :  10.3390/molecules15010150

来源: mdpi

【 摘 要 】

Two thioacetyl-terminated ferrocene-anthraquinone donor-acceptor molecules with different π-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 π-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.

【 授权许可】

CC BY   
This is an open access article distributed under the Creative Commons Attribution License (CC BY) which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.