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Updated: Dec 31, 2025
Preparation of a Corannulene-functionalized Hexahelicene by CopperI-catalyzed Alkyne-azide Cycloaddition of Nonplanar Polyaromatic Units
Published on: September 18, 2016
One-pot concomitant preparation of two copper(II) coordination polymers with different configurations of bridging
Zhi Qiang Shi1, Ning Ning Ji1, Hai Liang Hu2
1College of Chemistry and Chemical Engineering, Taishan University, Taian, Shandong 271021, People's Republic of China.
Abstract:
By employing the conjugated bithiophene ligand 5,5'-bis(1H-imidazol-1-yl)-2,2'-bithiophene (bibp), which can exhibit trans and cis conformations, two different CuII coordination polymers, namely, poly[[μ-5,5'-bis(1H-imidazol-1-yl)-2,2'-bithiophene-κ2N:N'](μ2-4,4'-oxydibenzoato-κ2O:O')copper(II)], [Cu(C14H8O5)(C14H10N4S2)]n or [Cu(bibp)(oba)]n, (I), and catena-poly[μ-aqua-bis[μ-5,5'-bis(1H-imidazol-1-yl)-2,2'-bithiophene-κ2N:N']bis(μ3-4,4'-oxydibenzoato)-κ3O:O':O'';κ4O:O',O'':O'-dicopper(II)], [Cu2(C14H8O5)2(C14H10N4S2)(H2O)]n or [Cu2(bibp)(oba)2(H2O)]n, (II), have been prepared through one-pot concomitant crystallization and characterized by single-crystal X-ray diffraction, IR spectroscopy, elemental analysis, powder X-ray diffraction (PXRD) and thermogravimetric (TG) analysis. Single-crystal X-ray diffraction indicates that the most interesting aspect of the structure is the existence of sole trans and cis conformations of the bibp ligand in a single net of (I) and (II), respectively. Compound (I) displays a threefold interpenetrating three-dimensional framework with a 4-connected {65.8} cds topology, whereas (II) features a one-dimensional chain structure. In the crystal of (II), the polymeric chains are further extended through C-H...O hydrogen bonds and C-H...π interactions into a three-dimensional supramolecular architecture. In addition, strong intramolecular O-H...O hydrogen bonds formed between the bridging water molecules and the carboxylate O atoms improve the stability of the framework of (II). Furthermore, solid-state UV-Vis spectroscopy experiments show that compounds (I) and (II) exhibit optical band gaps which are characteristic for optical semiconductors, with values of 2.70 and 2.26 eV, respectively.
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