摘要氮杂金刚烷类化合物具有非常广泛的应用价值,可以应用于含能材料、医药、催化剂等众多的领域,但目前相关合成研究还较少。研究了环合法构建2,6-二氮杂金刚烷骨架的方法,以环辛二烯为原料,经过环氧化、氨化成环构建9-氮杂双环[3.3.1]壬烷-2,6-二醇结构,并进一步通过乙酰化和四种氧化反应成功合成出重要中间体9-乙酰基-9-氮杂双环[3.3.1]壬烷-2,6-二酮;在9-乙酰基-9-氮杂双环[3.3.1]壬烷-2,6-二烯的合成研究中,尝试了以9-乙酰基-9-氮杂双环[3.3.1]壬烷-2,6-二酮进行腙化和消除的途径,以及以9-乙酰基-9-氮杂双环[3.3.1]壬烷-2,6-二醇磺酰化和脱磺酸的途径,均失败,未合成出二氮杂金刚烷化合物。该方法可对其它氮杂多环类结构的构建提供参考。48034
毕业论文关键词 氮杂金刚烷,含能材料,脱氧烯化,氨化环化
毕业设计说明书外文摘要
Title Study on the construction technology of diazaadamantane skeleton through cyclization
Abstract
Azaadamantane compounds are widely used in many fields including energy material, medicine, catalysts, etc. But its synthesis has not been studied much so far.
In this study, the 2,6-diazaadamantane skeleton was constructed through cyclization . 9-Azabicyclo[3.3.1]nonane-2,6-diol was prepared via epoxidation and aminative cyclization from cycloocta-1,5-diene. An important intermediate 9-acetyl-9-azabicyclo[3.3.1]nonane-2,6-dione was successfully synthesized by further acetylation and 4 kinds of oxidative reactions. The effort to prepare 9-azabicyclo[3.3.1]nonane-2,6-diene via hydrazone reaction and elimination from 9-acetyl-9-azabicyclo[3.3.1]nonane-2,6-dione and sulfonylaion and elimination of sulfoacid from 9-Azabicyclo[3.3.1]nonane-2,6-diol all failed. No 2,6-diazaadamantane compounds was synthesized. This protocol is a theoretical reference for the synthesis of azacarbocyclic cage energetic compounds.
Keywords Azaadamantane energetic material dehydroxy olefination aminative cyclization
目 录
1 绪论 1
1.1 金刚烷及其衍生物简介 1
1.2 多硝基金刚烷类含能材料研究 1
1.2.1 研究意义及背景 1
1.2.2 二硝基金刚烷合成研究 2
1.2.3 四硝基金刚烷合成研究 3
1.2.4 六硝基金刚烷合成研究 4
1.3 氮杂金刚烷类研究现状 5
1.3.1 研究意义及背景 5
1.3.2 一氮杂金刚烷合成研究 6
1.3.3 二氮杂金刚烷合成研究 8
1.3.4 三氮杂金刚烷合成研究 8
1.3.5 四氮杂金刚烷合成研究 9
1.4 本论文选题依据和研究内容 9
1.4.1 本课题选题依据 9
1.4.2 本课题研究内容 9
2 实验仪器和试剂 11
2.1 实验主要仪器 11
2.2 实验主要试剂 11
3 环合法构建二氮杂金刚烷骨架探索研究 13
3.1 引言 环合法构建二氮杂金刚烷骨架技术研究:http://www.youerw.com/huaxue/lunwen_50371.html