Synthesis, Characterization and Single Crystal Structure of 4-iso-Butoxy-10-hydroxy-1,7-phenanthroline-2,8-dicarboxylic Acid Dimethyl Ester
文献类型：期刊论文
| 作者 | Zhu Hengheng1,2; Guan Zisheng1; Zhan Chuanlang2 |
| 刊名 | CHINESE JOURNAL OF ORGANIC CHEMISTRY
 |
| 出版日期 | 2010-11-01 |
| 卷号 | 30期号:11页码:1716-1720 |
| 关键词 | Synthetic Selectivity Intramolecular Hydrogen-bond Mitsunobu Reaction Crystal Structure |
| ISSN号 | 0253-2786 |
| 英文摘要 | In this article, the selective synthesis of 4-iso-butoxy-10-hydroxy-1,7-phenanthroline-2,8-dicarboxylic acid dimethyl ester (1) was reported Compound 1 was synthesized via three steps from m-phenylenediamine (3) Reaction of m-phenylenediamine and dimethyl acetyleneducarboxylate (4) yielded 1,3-bis-(1,2-di-methoxycarbonyl-vinylamino)benzene (5), which was refluxed in diphenyl ether to yield 4,10-dihydroxy-1,7-dicarboxylic acid dimethyl ester (7) The yield of 6 was about 7 similar to 9 times higher than that of 7, estimated from the (1)H NMR spectrum The mixture of 6 and 7 was then converted into 1 and 4,5-di-iso-butoxy-1,8-diaza anthracene-2,7-dicarboxylic acid dimethyl ester (2) via Mitsunobu reaction The purified yield of 1 was about 5 similar to 7 times of that of 2 Crystal structure of compound 1 revealed formation of a six-member intramolecular hydrogen-bond can be formed in molecule 2 This strongly suggested a deep relationship between formation of the hydrogen bond and synthetic selectivity. |
| 语种 | 英语 |
| WOS记录号 | WOS:000284983200015 |
| 出版者 | SCIENCE CHINA PRESS |
| 源URL | [http://ir.iccas.ac.cn/handle/121111/70279]  |
| 专题 | 中国科学院化学研究所 |
| 通讯作者 | Zhu Hengheng |
| 作者单位 | 1.Nanjing Univ Technol, Coll Mat Sci & Eegineering, Nanjing 210009, Peoples R China 2.Chinese Acad Sci, Inst Chem, Beijing Natl Lab Mol Sci, Lab Photochem, Beijing 100190, Peoples R China |
| 推荐引用方式 GB/T 7714 | Zhu Hengheng,Guan Zisheng,Zhan Chuanlang. Synthesis, Characterization and Single Crystal Structure of 4-iso-Butoxy-10-hydroxy-1,7-phenanthroline-2,8-dicarboxylic Acid Dimethyl Ester[J]. CHINESE JOURNAL OF ORGANIC CHEMISTRY,2010,30(11):1716-1720. |
| APA | Zhu Hengheng,Guan Zisheng,&Zhan Chuanlang.(2010).Synthesis, Characterization and Single Crystal Structure of 4-iso-Butoxy-10-hydroxy-1,7-phenanthroline-2,8-dicarboxylic Acid Dimethyl Ester.CHINESE JOURNAL OF ORGANIC CHEMISTRY,30(11),1716-1720. |
| MLA | Zhu Hengheng,et al."Synthesis, Characterization and Single Crystal Structure of 4-iso-Butoxy-10-hydroxy-1,7-phenanthroline-2,8-dicarboxylic Acid Dimethyl Ester".CHINESE JOURNAL OF ORGANIC CHEMISTRY 30.11(2010):1716-1720. |
入库方式： OAI收割
来源：化学研究所
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