Synthesis and Supramolecular Assemblies of Tripodal 1,3,5-Tris（phenoxymethyl）-2,4,6-triethylbenzene Analogues

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 ha...

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Published in中国化学：英文版 Vol. 29; no. 7; pp. 1503 - 1510
Main Author 马明亮 孔凌微 李晓燕 金海善 赵小莉 文轲
Format Journal Article
LanguageEnglish
Published 2011
Subjects
三角架
人力资源管理系统
合成
核磁共振光谱
氢键相互作用
类似物
羟基化合物
超分子组装
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Summary: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 II 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.
Bibliography: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 II 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.
31-1547/O6
Ma, Mingliang Kong, Lingwei Li, Xiaoyan Jin, Haishan Zhao, Xiaoli Wen, Ke（a 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 b Shanghai Key Laboratory of Green Chemistry and Chemical Processes, Department of Chemistry, East China Normal University, Shanghai 200062, China）
1,3,5-tris（phenoxymethyl）-2,4,6-triethylbenzene, conformation analysis, hydrogen bond, crystal structure
ISSN:1001-604X
1614-7065