| 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 |
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| 引用本文： | 王静,冯丽敏,马飞娟,林芬,谢莉莉,袁耀锋.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[J].有机化学,2012,31(8):1479-1486. |
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| 作者姓名： | 王静 冯丽敏 马飞娟 林芬 谢莉莉 袁耀锋 |
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| 作者单位： | 1. 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;福州大学化学系 福州350108
2. 福州大学分析测试中心 福州350108 |
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| 基金项目： | 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~~ |
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| 摘 要： | 以2-二茂铁基苯并咪唑(2)为原料,合成了1-甲基-2-二茂铁基-3-乙基苯并咪唑碘盐(4)和六氟磷酸盐(5)；甲酰化的2,2-双二茂铁基丙烷(6)与邻苯二胺在甲醇作溶剂,回流,碘催化下反应,得到2-1’-(2-二茂铁基丙烷-2-基)二茂铁-1-基]苯并咪唑(7),以7为原料合成了1-甲基-2-1’-(2-二茂铁基丙烷-2-基)二茂铁-1-基]-3-乙基苯并咪唑碘盐(9)和六氟磷酸盐(10).电化学分析表明所得的盐化合物中,与苯并咪唑阳离子直接相连的二茂铁的氧化电位相对2和7均产生了较大正移.对化合物4的单晶结构进行了解析,晶体结构中存在π-π堆积.UV-Vis吸收光谱表明所得盐化合物具有光致电荷迁移现象.DSC-TG(差示扫描量热-热重)测试表明碘盐4对高氯酸铵(AP)热分解有较好催化效果.
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| 关 键 词： | 二茂铁 双核茂铁基 苯并咪唑盐 |
Synthesis, Crystal Structure and Properties of Iodide and Hexafluorophosphate Salts of 2-Ferrocenyl (or Binuclear Ferrocenyl)-1,3-dialkylbenzimidazolium |
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| 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].Chinese Journal of Organic Chemistry,2012,31(8):1479-1486. |
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| Authors: | Wang Jing Feng Limin Ma Feijuan Lin Fen Xie Lili Yuan Yaofeng |
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| Institution: | Wang,Jinga,b Feng,Limina,b Ma,Feijuana,b Lin,Fenc Xie,Lili,a,b Yuan,Yaofenga,b(aFujian Provincial Key Laboratory of Photocatalysis-State Key Laboratory Breeding Base,Fuzhou University,Fuzhou 350108)(bDepartment of Chemistry,Fuzhou University,Fuzhou 350108)(cInstrumental Measurement & Analysis Center,Fuzhou University,Fuzhou 350108) |
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| Abstract: | 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-1yl]-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. |
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| Keywords: | ferrocene binuclear ferrocenyl benzimidazolium |
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