| 研究生: |
楊秉翰 Yang, Ping-Han |
|---|---|
| 論文名稱: |
含芘苯硼酸衍生物的合成及其性質之探討 Synthesis and Properties of a Pyrene Derivative with Boronic Acid |
| 指導教授: |
宋光生
Sung, Kuang-Sen |
| 學位類別: |
碩士 Master |
| 系所名稱: |
理學院 - 化學系 Department of Chemistry |
| 論文出版年: | 2024 |
| 畢業學年度: | 112 |
| 語文別: | 中文 |
| 論文頁數: | 71 |
| 中文關鍵詞: | 芘衍生物 、π 堆積相互作用力 、硼酸 、脫硼 |
| 外文關鍵詞: | pyrene derivative, π stacking interactions, boronic acid, deboronation |
| 相關次數: | 點閱:147 下載:8 |
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根據過去Theodor Agapie團隊32及Yamamoto團隊33的研究成果,我們設計出了一款能藉由N-B配位協助進行π堆積相互作用力的化合物,但在合成過程中,我們發現了意料之外的脫硼現象,因此,我們決定修改以吡啶當作底物的化合物,將之換成苯環結構,並在之後針對所合成出的化合物進行單晶繞射分析,雖然缺少了N-B配位的幫助,沒辦法提供較好的共平面結構,但結果是好的,該化合物的硼酸部分朝向是與芘同方向的,這對未來將其運用到與芳香環類化合物這類化合物結合時能產生π堆積相互作用力。
Drawing on the research from Theodor Agapie's 32and Yohsuke Yamamoto's 33groups, we aimed to design a compound that could facilitate π-stacking interactions through N-B coordination. However, during the synthesis process, we encountered an unexpected deboronation phenomenon. This led us to modify the original design that used pyridine as the substrate, replacing it with a benzene ring structure. Subsequent single crystal X-ray diffraction analysis of the newly synthesized compound revealed that although it lacked the N-B coordination which might have offered a better coplanar structure, the results were positive. The orientation of the boronic acid part was aligned with the pyrene, which is advantageous for inducing π-stacking interactions when interacting with aromatic ring compounds in future applications.
This modification not only addressed the deboronation issue but also preserved the compound's potential for effective π-π interactions, which are crucial for the intended applications in sensing and interaction with aromatic compounds.
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