Synthesis, Crystal Structure and Properties of Iodide and Hexafluorophosphate Salts of 2-Ferrocenyl (or Binuclear Ferrocenyl)-1,3-dialkylbenzimidazolium

doi:10.6023/cjoc1112291

Chin. J. Org. Chem. ›› 2012, Vol. 32 ›› Issue (08): 1479-1486.DOI: 10.6023/cjoc1112291 Previous Articles Next Articles

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2-单核和双核茂铁基-1,3-二烷基苯并咪唑盐的合成、结构及性质研究

王静^a,b, 冯丽敏^a,b, 马飞娟^a,b, 林芬^c, 谢莉莉^a,b, 袁耀锋^a,b

a 福建省光催化重点实验室-省部共建国家重点实验室培育基地福州 350108;
b 福州大学化学系福州 350108;
c 福州大学分析测试中心福州 350108

收稿日期:2011-12-29 修回日期:2012-03-11 发布日期:2012-04-11
通讯作者: 谢莉莉 E-mail:xielili@fzu.edu.cn
基金资助:
福建省自然科学基金(Nos. 2010J01036, 2009J05028)、福建省科技计划重点(No. 2009H0021)资助项目.

Synthesis, Crystal Structure and Properties of Iodide and Hexafluorophosphate Salts of 2-Ferrocenyl (or Binuclear Ferrocenyl)-1,3-dialkylbenzimidazolium

Wang Jing^a,b, Feng Limin^a,b, Ma Feijuan^a,b, Lin Fen^c, Xie Lili^a,b, Yuan Yaofeng^a,b

a Fujian Provincial Key Laboratory of Photocatalysis-State Key Laboratory Breeding Base, Fuzhou University, Fuzhou 350108;
b Department of Chemistry, Fuzhou University, Fuzhou 350108;
c Instrumental Measurement & Analysis Center, Fuzhou University, Fuzhou 350108

Received:2011-12-29 Revised:2012-03-11 Published:2012-04-11
Supported by:
Project supported by the Natural Science Foundation of Fujian Province of China (Nos. 2010J01036, 2009J05028) and the Key Program of Science and Technology of Fujian Province of China (No. 2009H0021).

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- yl]-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 π-π 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.

Key words: ferrocene, binuclear ferrocenyl, benzimidazolium

Cite this article

Wang Jing, Feng Limin, Ma Feijuan, Lin Fen, Xie Lili, Yuan Yaofeng. Synthesis, Crystal Structure and Properties of Iodide and Hexafluorophosphate Salts of 2-Ferrocenyl (or Binuclear Ferrocenyl)-1,3-dialkylbenzimidazolium[J]. Chin. J. Org. Chem., 2012, 32(08): 1479-1486.

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2-单核和双核茂铁基-1,3-二烷基苯并咪唑盐的合成、结构及性质研究

Synthesis, Crystal Structure and Properties of Iodide and Hexafluorophosphate Salts of 2-Ferrocenyl (or Binuclear Ferrocenyl)-1,3-dialkylbenzimidazolium

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