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Preparation and Intramolecular CC Coupling Reaction for Bis‐benzimidazolium Salt
Authors:Rui Liu  Ran Huo  Yue Bi  Zhixiang Zhao  Qingxiang Liu
Affiliation: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
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 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) Å, and it is between regular C? C single bond (1.54 Å) and C?C double bond (1.34 Å). 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.
Keywords:bis‐benzimidazolium salt  coupling reaction  palladium  catalysis
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