芳香醛酮与联胺的缩合反应及其晶体结构
Condensation Reactivities and Crystal Structures of Schiff Base from Aromatic Aldehyde or Ketone with Diamine
DOI: 10.12677/HJCET.2019.92014, PDF,    科研立项经费支持
作者: 潘嬿, 陈明华, 郑玉国, 易君明*：兴义民族师范学院，生物与化学学院，化学合成及环境污染控制和生态修复技术实验室，贵州 兴义
关键词: 水合肼；芳香醛；芳香酮；席夫碱；晶体结构；Hydrazine Hydrate； Aromatic Aldehyde； Aromatic Ketone； Schiff Base； Crystal Structure
摘要: 在乙醇溶剂中以具有不同取代基的苯甲醛分别与水合肼进行缩合反应制备联亚胺席夫碱化合物，其结构通过1H NMR、13C NMR、元素分析及单晶X-射线衍射技术进行表征。实验结果表明：相对于苯甲醛与水合肼进行缩合反应而言，吸电子基团有利于缩合反应且产率较高，而供电子基团使反应困难且产率较低，所得席夫碱化合物晶体结构均为E构型。
Abstract: Five Di-schiff base compounds were synthesized in a simple method from condensation reaction of three aromatic aldehydes and two aromatic ketones with hydrazine hydrate under reflux using ethyl alcohol as solvent, and their structures were characterized by 1H NMR, 13C NMR, elemental analysis and single X-ray diffraction. The experiment result showed that these Schiff base structures of C=N were E configurations, and aromatic aldehyde or ketone with electron withdrawing group improving the condensation reaction activity, while the electron-donating group reducing its activity.
文章引用：潘嬿, 陈明华, 郑玉国, 易君明. 芳香醛酮与联胺的缩合反应及其晶体结构[J]. 化学工程与技术, 2019, 9(2): 92-99. https://doi.org/10.12677/HJCET.2019.92014

参考文献

[1] 张奇龙, 王焕宇, 江峰, 冯广卫, 徐红, 黄亚励. 基于季戊四胺席夫碱的Ni(II)和Cu(II)配合物的合成、结构及其抑菌活性[J]. 无机化学学报, 2016, 32(3): 464-468.
[2] 易君明, 张玲菲, 张云黔, 陶朱. 芳醛缩N-(2-乙胺)-9,10-二氢蒽-9,10-桥-α,β-琥珀酰亚胺Schiff碱衍生物的合成及晶体结构[J]. 分子科学学报, 2013, 29(1): 17-22.
[3] 王建华, 雷文, 王远亮. Schiff碱及其金属配合物的抑菌活性[J]. 化学通报, 2002, 65: 1-7.
[4] 赵佳楠, 张宇, 李响, 沙靖全, 张羽男, 王朝兴. 基于肿瘤靶向的水飞蓟宾–氨基酸席夫碱的合成及性质研究[J]. 分子科学学报, 2015, 31(2): 134-139.
[5] 刘琳, 禅景辉, 王海宇, 徐杰, 李瑶, 朱玲玲, 崔术新. 双亚甲胺席夫碱为配体的双核吡唑铜配合物的磁性理论研究[J]. 分子科学学报, 2016, 32(6): 510-514.
[6] Kumar, A.P.A. (2015) A Review: An Overview on Synthesis of Some Schiff Bases and There Metal Complexes with Anti-Microbial Activity. Chemical and Process Engineering Research, 35, 84-86.
[7] Hameed, A., Al-Rashida, M., Uroos, M., Ali, S.A. and Khan, K.M. (2017) Schiff Bases in Medicinal Chemistry: A Patent Review (2010-2015). Expert Opinion on Therapeutic Patents, 27, 63-79. [Google Scholar] [CrossRef] [PubMed]
[8] Zoubi, W.A., Al-Hamdani, A.A.S. and Kaseem, M. (2016) Synthesis and Antioxidant Activities of Schiff Bases and Their Complexes: A Review. Applied Organometallic Chem-istry, 30, 810-817. [Google Scholar] [CrossRef] 
[9] Utreja, D., Vibha, S.S. and Manpreet, K. (2015) Schiff Bases and Their Metal Complexes as Anti-Cancer Agents: A Review. Current Bioactive Compounds, 11, 215-230. [Google Scholar] [CrossRef] 
[10] El-Bindary, A.A., El-Sonbati, A.Z., Dia, M.A., Ghoneim, M.M. and Sera, L.S. (2016) Polymeric Complexes-LXII. Coordination Chemistry of Supramolecular Schiff Base Polymer Complexes—A Review. Journal of Molecular Liquids, 216, 318-329. [Google Scholar] [CrossRef] 
[11] Yimer, A.M. (2015) Review on Preparation and Description of Some First Series Divalent Transition Metal Complexes with Novel Schiff’s Base Ligands. Review of Catalysts, 2, 14-25. [Google Scholar] [CrossRef] 
[12] Mahmoodi, N.O., ZanJanchi, M.A., Aliakbar, A., Behzadi, T. and Ghanbari, F. (2011) Synthesis of Novel Symmetric Schiff Bases Using KSF. Oriental Journal of Chemistry, 27, 517-522.
[13] Wang, L., Su, Q., Wu, Q.L., Gao, W. and Mu, Y. (2012) Synthesis of New Substituted Benzaldazine Derivatives, Hydrogen Bonding-Induced Supramolecular Structures and Luminescent Properties. Comptes Rendus Chimie, 15, 463-470. [Google Scholar] [CrossRef] 
[14] Khan, K.M., Jamil, W., Ambreen, N., Taha, M., Perveen, S. and Morales, G.A. (2014) An Expeditious Synthetic Approach towards the Synthesis of Bis-Schiff Bases (Aldazines) Using Ultrasound. Ultrasonics Sonochemistry, 21, 1200-1205. [Google Scholar] [CrossRef] [PubMed]
[15] 倪萌, 李家星, 范超逸, 韦华传, 张秀清. 邻羧基苯甲醛缩水合肼席夫碱的合成、晶体结构及表征[J]. 化学试剂, 2016, 38(11): 1051-1054.
[16] Duan, X.M., Zheng, P.W. and Zhou, B. (2005) N,N’-Bis(3-hydroxy-4-methoxybenzylidene)hydrazine. Acta Crystallographica Section E, E61, o3449-o3451. [Google Scholar] [CrossRef] 
[17] Zheng, P.W., Wang, W. and Duan, X.M. (2005) N,N’-Bis(3-nitrobenzylidene)hydrazine. Acta Crystallographica Section E, E61, o3485-o3486. [Google Scholar] [CrossRef] 
[18] 刘巧茹, 赵亚新, 彭勤龙, 薛灵伟, 赵干卿. 4–氨基安替比林希夫碱的合成、晶体结构及其荧光性质研究[J]. 有机化学研究, 2017, 5(1): 1-7.