Synthesis of 2,5-diferrocenyl five-membered heterocyclic compounds and their electrochemistry

Autor: Yu-Qiang Hu, Rui-Jun Xie, Limin Han, Ning Zhu, Hai-Long Hong
Rok vydání: 2013
Předmět:
Zdroj: Journal of Coordination Chemistry. 66:3481-3497
ISSN: 1029-0389
0095-8972
DOI: 10.1080/00958972.2013.841902
Popis: A series of 2,5-diferrocenyl substituted five-membered heterocyclic compounds, 2,5-diferrocenyl-1-phenylpyrrole (1), 2,5-diferrocenyl-1-(4-fluorophenyl)-pyrrole (2), 2,5-diferrocenyl-1-(4-ethoxyphenyl)-pyrrole (3), 2,5-diferrocenyl-1-(4-ethylphenyl)-pyrrole (4), 2,5-diferrocenylthiophene (5), and 2,5-diferrocenylfuran (6), were synthesized using one-pot cycloaddition of ferrocenyl alkyne and characterized by elemental analysis, FT-IR, MS, and NMR. The molecular structures of 1, 2, 5, and 6 were determined using single-crystal X-ray diffraction. Electronic communication between two ferrocenyl units of 1–6 was investigated using cyclic voltammetry. These compounds have two well-resolved electrochemically reversible one-electron-transfer processes using [NBu4][PF6] as the supporting electrolyte. The electrochemical studies reveal that electronic communication between two ferrocenyl units depend on the heteroatoms.
Databáze: OpenAIRE
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