顺反芳基-萘酰亚胺-硅氧基阴离子受体的合成
毕业论文关键词: 萘酰亚胺；氟离子；硅氧基；顺反异构
Synthesis of cis–trans-isomers of Si-O Group–Naphthalimide–p-extended system
Abstract :Fluorine ion plays an important role in the environment, life science and other fields. It has become one of the hot spots in the field of supramolecular chemistry to design and synthesize some novel fluorescent probes. Naphthalimide derivatives had been widely applied in the fields of dyes, pigment and fluorescent probe because of its excellent features, such as remarkable photoelectric characteristic, structure stability and facile synthesis.The recognition of cyanide ion using cis–trans-isomers in the previously reported paper,, which is based on a binding site–fluorophore–p-extended system, is not much concerned with the anion recognition, especiouly by the conformational control strategy. In this paper, a further modification of previous receptors by introducing Si-O group to displace the CHCN group, the novel cis–trans-isomers were designed and investigated by three potential synthetic routes. The target trans-isomer was suceesfully synthesized and its structure was identified by 1H NMR.
Keywords: Naphthalimide; Fluorine ion; Si-O Group; Cis-Trans isomer
1文献综述 1
1.1 阴离子识别概述 1
1.2 荧光探针简介 2
1.3 氟离子荧光探针识别概述 3
1.3.1 F-作用于N-H键 3
1.3.2 F-诱导Si-O、Si-C键断裂 3
1.3.3 F-诱导Si-O键的断裂和环合反应 3
1.3.4 F-作用于有机硼 4
1.3.5 F-作用于金属络合物 4
1.4 选题依据 4
2实验方案 6
2.1 含硅氧键顺反萘酰亚胺荧光受体分子构建 6
2.2含硅氧键顺反萘酰亚胺荧光受体分子合成路线设计 6
2.2.1 路线一 6
2.2.2 路线二 7
2.2.3 路线三 7
3实验部分 8
3.1 试剂及仪器 8
3.1.1 实验试剂 8
3.1.2 测试仪器 9
3.2 中间体及目标化合物的合成 9
3.2.1 C2、T2的合成 9
3.2.2 CR2、TR2的合成 10
3.2.3 CR1、TR1的合成 12
3.2.4 CR3、TR3的合成 13
3.2.5 TC1、TS1的合成 14
3.2.6 W2的合成 16
3.2.7 Q1的合成 16
3.2.8 CQ1、TQ1的合成 17
3.3 实验装置总览 19
3.4 化合物一览表 19
4结果讨论 22
致谢 23
学士学位期间发表学术毕业论文及成果 24
参考文献 25
附录 27
1文献综述
1.1 阴离子识别概述
1967 年Pederson等人首次发现冠醚，随后Cram 和Lehn受其工作的启发，着手研究超分子化学的相关工作。20年后，Charles J.Pedersen、Donald J.Cram和Jean-Marie Lehn三人获得诺贝尔化学奖，传统非共价键化学发生质变，超分子化学也由此步入全新发展时期。
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