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利用有機對掌性小分子來探討芳香環上的取代基效應 = Probing Su...

國立高雄大學應用化學系碩士班

利用有機對掌性小分子來探討芳香環上的取代基效應 = Probing Substituent Effects on the Aromatic Ring Using Organic Small Chiral Molecule

Record Type:	Language materials, printed : monographic
Paralel Title:	Probing Substituent Effects on the Aromatic Ring Using Organic Small Chiral Molecule
Author:	江尚致,
Secondary Intellectual Responsibility:	國立高雄大學
Place of Publication:	[高雄市]
Published:	撰者;
Year of Publication:	2013[民102]
Description:	213面圖，表格 : 30公分;
Subject:	鏡像異構物
Subject:	enantiomer
Online resource:	https://hdl.handle.net/11296/wbtge4
Notes:	108年3月25日公開
Notes:	參考書目：面66-69
Notes:	含附錄
Summary:	本實驗室專注於利用對掌性小分子與鏡像異構物之間的交互作用來研究其小分子自我辨識機制。合成一系列具有racemate性質的小分子化合物來探討在固態型態下具有自我辨識的可能關系。本研究專注於探討不同取代基在苯環上產生的不同的結果，並且產生單晶晶體。利用X光單晶繞射儀器去分析不同取代基在固態型式下的排列結構。在我們的實驗室中，N-(3,5-dinitrobenzoyl)leucine diethyl amide 是我們的始祖，我們也已經合成出許多以N-(3,5-dinitrobenzoyl)leucine diethyl amide為基準的衍生物。目前致力於探討在苯環上不同取代基的取代基效應所造成的π-π交互作用，也以X光單晶繞射去分析其分子排列型態。進一步的利用高效能液相層析儀去探討不同取代基與層析管柱中固定相材質之間的交互作用關係。綜合晶體結構資訊和高效能液相層析分析，我們發現關於影響取代基效應與π-π交互作用的因素。然而，如果了解了影響這其中的關鍵因素，在對於發展層析管柱的材質填充選擇上將有所幫助及改進。 In our laboratory, the interaction between small chiral molecule and enantiomer was used to investigate the chiral self-recognition mechanism. A series of racemate small molecule compound was explored the relation of self-recognition in the solid state. In this work is focused on the various substituents on the aromatic ring that generated the different effects. The crystal structure was analyzed their direction of arrangement in the solid state by X-ray crystallography. N-(3,5-dinitrobenzoyl)leucine diethyl amide is the pioneer compound in our lab. We have been synthesized many derivatives based on N-(3,5-dinitrobenzoyl)leucine diethyl amide. Those derivative compounds also tried to analyze their structure arrangement by X-ray crystallography and explored the influence of π-π interaction from various substituents on the aromatic ring. By the high-performance liquid chromatography analysis, we used the commercially available column to explore the interactions when various substituents through chiral stationary phase. Combine the crystal information and high-performance liquid chromatography analysis, we found some significant factor relate to the substituent effects and π-π interactions. Understanding the key factor of chiral recognition mechanism will help to develop the design of chiral stationary phases, chiral selectors and catalysts.

利用有機對掌性小分子來探討芳香環上的取代基效應 = Probing Substituent Effects on the Aromatic Ring Using Organic Small Chiral Molecule
江, 尚致

利用有機對掌性小分子來探討芳香環上的取代基效應 = Probing Substituent Effects on the Aromatic Ring Using Organic Small Chiral Molecule / 江尚致撰 - [高雄市] : 撰者, 2013[民102]. - 213面 ; 圖，表格 ; 30公分.
108年3月25日公開參考書目：面66-69含附錄.
鏡像異構物enantiomer

利用有機對掌性小分子來探討芳香環上的取代基效應 = Probing Substituent Effects on the Aromatic Ring Using Organic Small Chiral Molecule
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328 $a 碩士論文--國立高雄大學應用化學系碩士班
330 $a 本實驗室專注於利用對掌性小分子與鏡像異構物之間的交互作用來研究其小分子自我辨識機制。合成一系列具有racemate性質的小分子化合物來探討在固態型態下具有自我辨識的可能關系。本研究專注於探討不同取代基在苯環上產生的不同的結果，並且產生單晶晶體。利用X光單晶繞射儀器去分析不同取代基在固態型式下的排列結構。在我們的實驗室中，N-(3,5-dinitrobenzoyl)leucine diethyl amide 是我們的始祖，我們也已經合成出許多以N-(3,5-dinitrobenzoyl)leucine diethyl amide為基準的衍生物。目前致力於探討在苯環上不同取代基的取代基效應所造成的π-π交互作用，也以X光單晶繞射去分析其分子排列型態。進一步的利用高效能液相層析儀去探討不同取代基與層析管柱中固定相材質之間的交互作用關係。綜合晶體結構資訊和高效能液相層析分析，我們發現關於影響取代基效應與π-π交互作用的因素。然而，如果了解了影響這其中的關鍵因素，在對於發展層析管柱的材質填充選擇上將有所幫助及改進。 In our laboratory, the interaction between small chiral molecule and enantiomer was used to investigate the chiral self-recognition mechanism. A series of racemate small molecule compound was explored the relation of self-recognition in the solid state. In this work is focused on the various substituents on the aromatic ring that generated the different effects. The crystal structure was analyzed their direction of arrangement in the solid state by X-ray crystallography. N-(3,5-dinitrobenzoyl)leucine diethyl amide is the pioneer compound in our lab. We have been synthesized many derivatives based on N-(3,5-dinitrobenzoyl)leucine diethyl amide. Those derivative compounds also tried to analyze their structure arrangement by X-ray crystallography and explored the influence of π-π interaction from various substituents on the aromatic ring. By the high-performance liquid chromatography analysis, we used the commercially available column to explore the interactions when various substituents through chiral stationary phase. Combine the crystal information and high-performance liquid chromatography analysis, we found some significant factor relate to the substituent effects and π-π interactions. Understanding the key factor of chiral recognition mechanism will help to develop the design of chiral stationary phases, chiral selectors and catalysts.
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