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Supramolecular Architectures of 2-(3-(4-acetoxyphenyl)propanoyl)benzene-1,3,5-triyl triacetate (1) and 4-(3-(4-acetoxyphenyl)propanoyl)-5-hydroxy-1,3-phenylene diacetate (2)

DOI: 10.4236/ijoc.2022.124017, PP. 200-207

Keywords: Phloretin Derivatives, Crystal Structure, Hydrogen Bonds

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Abstract:

2-(3-(4-acetoxyphenyl)propanoyl)benzene-1,3,5-triyl triacetate (1), C25H22O9 and 4-(3-(4-acetoxyphenyl)propanoyl)-5-hydroxy-1,3-phenylene diacetate (2), C21H20O8 were formed via esterification of phloretin and acetic anhydride, respectively. Their structures all reveal three-dimensional framework structures. In (1), the molecule, which contains two intramolecular O⋯O interactions, is existed as dimer that forms classic cyclic R22 (9) C-H⋯O hydrogen bonding interactions. The molecules are linked by a combination of C-H⋯O and C-H⋯π(arene) hydrogen bonds. It is interesting that two molecules of the dimer occur different intermolecular interactions. In (2), several weak C-H⋯O interactions of the types Caryl-H⋯O, Csp3-H⋯O and intramolecular hydrogen bond O-H⋯O are present. Both molecules give cyclic R22 (4) motif. These hydrogen bonds and interactions appear to play an important role in controlling the molecular conformation.

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