Synthesis and Supramolecular Assemblies of Tripodal 1,3,5‐Tris(phenoxymethyl)‐2,4,6‐triethylbenzene Analogues |
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| Authors: | Mingliang Ma Lingwei Kong Xiaoyan Li Haishan Jin Xiaoli Zhao Ke Wen |
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| Affiliation: | 1. Division of Supramolecular Chemistry and Medicinal Chemistry, Key Laboratory of Brain Functional Genomics, MOE & STCSM, Shanghai Institute of Brain Functional Genomics, East China Normal University, Shanghai 200062, China;2. Shanghai Key Laboratory of Green Chemistry and Chemical Processes, Department of Chemistry, East China Normal University, Shanghai 200062, China |
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| Abstract: | Tripodal 1,3,5‐tris(phenoxymethyl)‐2,4,6‐triethylbenzene analogues have been synthesized and structurally characterized by IR, 1H NMR and 13C NMR spectroscopy and HRMS, and additionally, the single crystal structures of compounds bearing ortho‐ ( 7 ), meta‐ ( 9 ) and para‐hydroxymethyl ( 11 ) functions have been determined by X‐ray diffraction analysis. The structural study revealed that compounds 7 , 9 , and 11 do not adopt the expected 1,3,5‐alternate conformation in the solid state. The packing diagrams of compounds 7 , 9 , and 11 revealed that six hydrophilic hydroxymethyl groups from six individual molecules ( 7 , 9 and 11 ) were arranged in close contact via intermolecular hydrogen‐bond interactions. For compounds 7 and 9 , the six hydroxyl groups formed a distorted hexagonal ring; however, formation of such a hexagonal ring was not clear in the case of compound 11 . Compounds 9 and 11 were found to form hydrophobic cavities via intermolecular hydrogen‐bond interactions in the solid state, and the cavities were occupied by two ethyl groups from the two cavity‐forming molecules. |
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| Keywords: | 1,3,5‐tris(phenoxymethyl)‐2,4,6‐triethylbenzene conformation analysis hydrogen bond crystal structure |
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