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Chiral eighteen-component three-dimensional supramolecular entities stabilized by the hydrogen bonding and coordination interactions
Authors:Shi-Gui Chen  Gui-Tao Wang  Yuguo Ma  Xi-Kui Jiang
Affiliation:a State Key Laboratory of Bioorganic and Natural Products Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Lu, Shanghai 200032, China
b Shangqiu Technician College, 9 Guilin Lu, Shangqiu 476000, China
c Beijing National Laboratory for Molecular Sciences, Key Laboratory of Polymer Chemistry and Physics of Ministry of Education, College of Chemistry, Peking University, Beijing 100871, China
Abstract:
A new class of chiral eighteen-component three-dimensional supramolecular entities has been assembled in toluene and chloroform from twelve zinc porphyrin-appended 2-(ethylamino)- pyrimido[4,5-b][1,8]naphthyridin-4(3H)-one monomers and six chiral bipyridyl compounds. The heterocyclic segments form two C6-symmetric cyclic hexamers, which are stabilized by a well-established DDA-AAD hydrogen bonding motif, while the six chiral bispyridine ligands are coordinated to the corresponding zinc porphyrin units to give the two-layered architectures. The structures have been characterized by the 1H NMR, UV-vis and circular dichroism experiments, which also reveals that, when the concentration of the monomers is high enough, the chiral supramolecular entity can be formed exclusively.
Keywords:Supramolecular chirality   Hydrogen bonding   Coordination interaction   Porphyrin   Bipyridyl
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