摘要：由于阴离子在化学和生命过程中有着不可或缺的作用，自从40年前Park和Simmons在一篇文章中报道了第一种合成阴离子受体以来，研究者正应对结合阴离子所带来的挑战。设计合成生物学、医学和环境中的阴离子受体分子是当前超分子化学迅速发展的研究领域之一，如酰胺、胺基、酚羟基等氢键供体作为阴离子识别位点，已被广泛应用于阴离子受体的设计以及合成中。

    本课题在已有文献的基础上，以4-溴-1,8-萘酐作为原料经过亚酰胺化、苯乙腈取代反应、TBAF(四丁基氟化铵)诱导的氧化脱氰基反应，以及钯碳加氢还原反应等制备4-苯乙醇基萘酰亚胺中间产物，通过对该中间产物的羟基与间二溴苄发生醚化反应设计并尝试合成了U型双萘酰亚胺的阴离子受体。所得中间体及4-苯乙醇基萘酰亚胺均经过氢谱表征，为课题组后续合成U型双萘酰亚胺的研究工作提供了原料。76121

毕业论文关键词： 阴离子受体；4-溴-1,8-萘酐；醚化反应；合成；U型分子

Design and synthesis of U- type double naphthyl imide anion receptor

Abstract: Since the first synthetic anion receptor was reported by Park and Simmons in 40 years ago, the development of artificial anion receptors have attracted much attention because of anions have an indispensable role in chemical, environmental and life science。 Design and synthesis of novel anion receptor application in the biology, medicine and environment is the rapid development area in supermolecular chemistry, and the conventional strategy of using amide, amine, phenolic hydroxyl and other hydrogen bond donor as a binding unit to construct the anions Receptor。

  In this paper, based on the previous works, 4-bromo-1,8-naphthalenecarboxylic anhydride was used as raw material to undergo amidization, phenylacetonitrile substitution reaction, TBAF (tetrabutylammonium fluoride) induced oxidative decyanide reaction to afford the key intermediates 4-phenethyl alcohol-1,8-naphthalimide。 Further, the anion acceptor of double U-type naphthalimide was designed and synthesized by etherification of m-dibromobenzene with 4-phenethyl alcohol-1,8-naphthalimide。 All of intermediates and the 4-phenethyl alcohol-1,8-naphthalimide were characterized by 1H NMR spectroscopy, which provided the fundamental starting materials for the further construction of target U-type naphthalimide derivatives。

Keywords: Anion receptor; 4-bromo-1,8-naphthalene anhydride; Etherification reaction; Synthesis; U-type molecule

目录

1。前言 1

1。1课题来源、背景及研究目的 1

1。2理论意义和实际应用价值 1

2。文献综述及选题依据 2

2。1阴离子识别概述 2

  2。1。1阴离子识别的意义 2

2。1。2阴离子识别的方法 3

2。2荧光探针的概述 4

2。2。1荧光探针的作用机理 4

2。2。2荧光探针的应用 5

2。3氟离子荧光探针的识别概述 6

2。3。1基于F-B键识别 6

2。3。2基于F-诱导Si-O键识别 6

2。3。3基于N-H键识别 7

2。4萘酰亚胺阴离子受体概述 7

2。5 U型双萘酰亚胺阴离子的概述