Journal
CHINESE JOURNAL OF ORGANIC CHEMISTRY
Volume 32, Issue 8, Pages 1479-1486Publisher
SCIENCE PRESS
DOI: 10.6023/cjoc1112291
Keywords
ferrocene; binuclear ferrocenyl; benzimidazolium
Categories
Funding
- Natural Science Foundation of Fujian Province of China [2010J01036, 2009J05028]
- Key Program of Science and Technology of Fujian Province of China [2009H0021]
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Iodide salt 4 and hexafluorophosphate salt 5 of 1-methyl-2-ferrocenyl-3-ethylbenzimidazolium are prepared using 2-ferrocenylbenzimidazole 2 as starting material. 2-[1'-(2-Ferrocenylpropan-2-yl)ferrocen-1-yl]benzimidazole (7) is obtained by the reaction of formyl 2,2-diferrocenylpropane with o-diaminobenzene in the condition of methanol as solvent, reflux and catalysis of iodine. Iodide salt 9 and hexafluorophosphate salt 10 of 1-methyl-2-[1'-(2-ferrocenylpropan-2-yl)-ferrocen-1-ly]-3-ethylbenzimidazolium are synthesized using 7 as starting material. Oxidative potentials of ferrocenyl connected directly to benzimidazolium in these salts move to more positive position to a large extent. Crystal structure of 4 is explained and pi-pi stacking is showed. UV-Vis spectra shows that photoinduced charge transfer exists for salts. Iodide salt 4 presents good catalytic effect on decomposition of ammonium perchlorate (AP) in DSC-TG (differential scanning calorimetry- thermogravimetric) test.
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