Preparation and Intramolecular C--C Coupling Reaction for Bis-benzimidazolium Salt  

Preparation and Intramolecular C--C Coupling Reaction for Bis-benzimidazolium Salt

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作  者:Rui Liu Ran Huo Yue Bi Zhixiang Zhao Qingxiang Liu 

机构地区:[1]Tianjin Key Laboratory of Structure and Performance for Functional Molecules, Key Laboratory ofInorganie-Organie Hybrid Funtional Material Chemistry, Ministry of Education, College of Chemistry, Tianjin Normal University, Tianjin 300387, China

出  处:《Chinese Journal of Chemistry》2015年第9期1037-1040,共4页中国化学(英文版)

基  金:This work was financially supported by the National Natural Science Foundation of China (No. 21172172), the Tianjin Natural Science Foundation (No. 11JCZDJC22000) and the Program for Innovative Research Team in University of Tianjin (No. TD12-5038).

摘  要:Bis-benzimidazolium salt 1 was prepared via a series of reactions using 2,2'-diphenol as starting material. Compound 2 was afforded through the intramolecular C--C coupling reaction of 1 under the catalysis of Pd(OAc)2. The structure of 2 is characterized through X-ray diffraction analyses, 1H NMR and 13C NMR. In 2, two boat-like seven-membered rings are contained, where the C--C bond distance newly formed is 1.461(5) A, and it is between regular C--C single bond (1.54 A) and C=C double bond (1.34 A). This shows that new C--C bond has partial double-bond character. In the crystal packing of 2, the 2D supramolecular layers are formed via C--H..-F hydrogen bond.Bis-benzimidazolium salt 1 was prepared via a series of reactions using 2,2'-diphenol as starting material. Compound 2 was afforded through the intramolecular C--C coupling reaction of 1 under the catalysis of Pd(OAc)2. The structure of 2 is characterized through X-ray diffraction analyses, 1H NMR and 13C NMR. In 2, two boat-like seven-membered rings are contained, where the C--C bond distance newly formed is 1.461(5) A, and it is between regular C--C single bond (1.54 A) and C=C double bond (1.34 A). This shows that new C--C bond has partial double-bond character. In the crystal packing of 2, the 2D supramolecular layers are formed via C--H..-F hydrogen bond.

关 键 词:bis-benzimidazolium salt coupling reaction PALLADIUM CATALYSIS 

分 类 号:O624.42[理学—有机化学] TQ333.1[理学—化学]

 

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