Volume 33, Issue 9 pp. 1037-1040
Full Paper

Preparation and Intramolecular CC Coupling Reaction for Bis-benzimidazolium Salt

Rui Liu

Rui Liu

Tianjin Key Laboratory of Structure and Performance for Functional Molecules, Key Laboratory of Inorganic-Organic Hybrid Funtional Material Chemistry, Ministry of Education, College of Chemistry, Tianjin Normal University, Tianjin 300387, China

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Ran Huo

Ran Huo

Tianjin Key Laboratory of Structure and Performance for Functional Molecules, Key Laboratory of Inorganic-Organic Hybrid Funtional Material Chemistry, Ministry of Education, College of Chemistry, Tianjin Normal University, Tianjin 300387, China

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Yue Bi

Yue Bi

Tianjin Key Laboratory of Structure and Performance for Functional Molecules, Key Laboratory of Inorganic-Organic Hybrid Funtional Material Chemistry, Ministry of Education, College of Chemistry, Tianjin Normal University, Tianjin 300387, China

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Zhixiang Zhao

Zhixiang Zhao

Tianjin Key Laboratory of Structure and Performance for Functional Molecules, Key Laboratory of Inorganic-Organic Hybrid Funtional Material Chemistry, Ministry of Education, College of Chemistry, Tianjin Normal University, Tianjin 300387, China

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Qingxiang Liu

Corresponding Author

Qingxiang Liu

Tianjin Key Laboratory of Structure and Performance for Functional Molecules, Key Laboratory of Inorganic-Organic Hybrid Funtional Material Chemistry, Ministry of Education, College of Chemistry, Tianjin Normal University, Tianjin 300387, China

Tianjin Key Laboratory of Structure and Performance for Functional Molecules, Key Laboratory of Inorganic-Organic Hybrid Funtional Material Chemistry, Ministry of Education, College of Chemistry, Tianjin Normal University, Tianjin 300387, ChinaSearch for more papers by this author
First published: 22 July 2015
Citations: 4

Abstract

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 CC 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 CC bond distance newly formed is 1.461(5) Å, and it is between regular CC single bond (1.54 Å) and CC double bond (1.34 Å). This shows that new CC bond has partial double-bond character. In the crystal packing of 2, the 2D supramolecular layers are formed via CH···F hydrogen bond.

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