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题名: Mechanochemical Synthesis and Properties of Boronic Ester Cage Compounds
作者: Li, HG; Li, L; Xu, H; Wang, GW
收录类别: SCIE
出版日期: 2018
刊名: CURRENT ORGANIC CHEMISTRY
卷号: 22, 期号:4, 页码:923-929
出版者: BENTHAM SCIENCE PUBL LTD
出版地: SHARJAH
英文摘要: Background: In the past decades, mechanochemical organic synthesis has become an attractive technique for solvent-free synthesis, which avoids the usage of harmful solvents and production of toxic wastes. This method has been utilized to promote the efficient formation of carbon-carbon and carbon-heteroatom bonds. The mechanochemical synthesis of macrocyclic molecules, rotaxanes and covalent organic frameworks has been reported recently. However, the mechanochemical construction of purely organic cage compounds is scanty and challenging. Objective: The primary objective of this study was to synthesize boronic ester cage compounds under high-speed vibration milling conditions and investigate their properties. Method: A mixture of triboronic acids 3 (0.04 mmol) and pentaerythritol (0.06 mmol) was vigorously shaken under high-speed vibration milling (HSVM) conditions at 58 Hz for 40 min. The resulting solid was dissolved in chloroform (5 mL) and then filtered. Cage compounds 4 were obtained by removal of the solvent, and dried under vacuum at 100 degrees C for 12 h. Cage compounds 4 were subjected to thermogravimetric analysis and chemical stability experiments. Result: Boronic ester cage compounds 4 were synthesized in nearly quantitative yields under high-speed vibration milling conditions. Furthermore, thermogravimetric analysis and chemical stability experiments showed that cage compounds 4 possessed high thermal stability (T-dec up to 320 degrees C) and good chemical stability in aqueous media. Conclusion: We have described an efficient solvent-free synthesis of boronic ester cage compounds 4 under the HSVM conditions. Furthermore, cage compounds 4 possessed high thermal stability and good chemical stability in aqueous media.
关键词: Mechanochemical synthesis ; solvent-free reaction ; boronic ester ; cage compound ; high-speed vibration milling (HSVM) ; hydrolysis
作者部门: [Li, Hai-Gen ; Li, Liang ; Xu, Hui ; Wang, Guan-Wu] Univ Sci & Technol China, iChEM, CAS Key Lab Soft Matter Chem, Hefei Natl Lab Phys Sci Microscale,Collaborat Inn, Hefei 230026, Anhui, Peoples R China ; [Li, Hai-Gen ; Li, Liang ; Xu, Hui ; Wang, Guan-Wu] Univ Sci & Technol China, Dept Chem, Hefei 230026, Anhui, Peoples R China ; [Wang, Guan-Wu] Lanzhou Univ, State Key Lab Appl Organ Chem, Lanzhou 730000, Gansu, Peoples R China
通讯作者: Wang, GW (reprint author), Univ Sci & Technol China, iChEM, CAS Key Lab Soft Matter Chem, Hefei Natl Lab Phys Sci Microscale,Collaborat Inn, Hefei 230026, Anhui, Peoples R China. ; Wang, GW (reprint author), Univ Sci & Technol China, Dept Chem, Hefei 230026, Anhui, Peoples R China.
学科分类: Chemistry
文章类型: Article
所属项目编号: National Natural Science Foundation of China [21372211]
所属项目名称: 国家自然科学基金项目
项目资助者: NSFC
语种: 英语
DOI: 10.2174/1385272821666171106151700
ISSN号: 1385-2728
WOS记录号: WOS:000434136700008
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内容类型: 期刊论文
URI标识: http://ir.lzu.edu.cn/handle/262010/196906
Appears in Collections:化学化工学院_期刊论文

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Recommended Citation:
Li, HG,Li, L,Xu, H,et al. Mechanochemical Synthesis and Properties of Boronic Ester Cage Compounds[J]. CURRENT ORGANIC CHEMISTRY,2018,22(4):923-929.
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