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| 研究生： |
蔡宗諭 TSAI,TZUNG-YU |
|---|---|
| 論文名稱： |
掌性含氮雜環碳烯-鎳對碳-氫鍵官能基化 之鏡像選擇性研究 Chiral N‑Heterocyclic Carbene Ligand Enabled Nickel(0) Catalyzed Enantioselective C-H Bonds Functionalization. |
| 指導教授： |
王朝諺
Tiow-Gan Ong |
| 口試委員: |
王正中
Wang, Cheng-Chung 何郡軒 Jinn-Hsuan Ho |
| 學位類別： |
碩士 Master |
| 系所名稱： |
工程學院 - 化學工程系 Department of Chemical Engineering |
| 論文出版年： | 2017 |
| 畢業學年度： | 105 |
| 語文別： | 中文 |
| 論文頁數： | 194 |
| 中文關鍵詞： | 不對稱催化 、掌性含氮雜環碳烯 、碳氫活化反應 、鎳 、鏡像選擇性 |
| 外文關鍵詞： | Chiral N-Heterocyclic Carbenes, nickel, C-H bond activation, enantioselectivity, Asymmetric Catalysis |
| 相關次數： | 點閱：265 下載：0 |
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由於含氮雜環碳烯 (N-Heterocyclic Carbenes)在近來的應用越來越廣泛，不僅僅在結構錯化合物上，對於掌性的含氮雜環碳烯的應用也有許多的探討，但是以鎳金屬進行碳氫活化之不對稱催化的研究，卻少有人探討。
在本篇論文，我們設計新型掌性含氮雜環碳烯 (NHC)，以新的合成路徑，得到的掌性對稱及不對稱結構的NHC，進行鎳(0)金屬碳氫活化。這是第一個以鎳金屬-掌性碳稀催化系統，針對苯并咪唑及其衍生物的碳-氫鍵活化，並引入各種烯烴進行一系列催化加成反應，得到具有鏡像選擇性的產物，並探討在一系列掌性NHC催化下，對於其反應性和鏡像選擇性的影響，進而觀察對稱與非對稱掌性NHC對於碳氫鍵活化下的比較。除此之外，我們也嘗試變溫進行反應，比較不同溫度下，反應性和鏡像選擇性的趨勢變化。
Because N-Heterocyclic Carbenes (NHC) have been widely used nowadays, there are more and more studies not only on structural complex compounds, but also on the application of chiral N-Heterocyclic Carbenes. However, few studies have noted the chiral ligand enabled nickel (0)’s role in catalyzing enantioselective C-H bonds functionalization.
In our study, we design a new type of chiral N-Heterocyclic Carbenes . With a new synthetic pathway, we obtain the symmetric and asymmetric structure of NHC and use it for Ni (0) C-H bond activation. This is the first nickel metal-chiral carbene catalytic system for the activation of benzimidazole and the C-H bonds of its derivatives. With the introduction of various olefins for a series of catalytic addition reactions, we obtain the products with enantioselectivity. Under a series of chiral NHC catalysis, we investigate the effect of their reactivity and enantioselectivity and further observe the symmetric and asymmetric chiral NHC by comparing their C-H bond activation. In addition, we also investigate how temperature change in the reaction affects the trends in reactivity and enantioselectivity.
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全文公開日期 2022/07/26 (校內網路)全文公開日期 本全文未授權公開 (校外網路)
全文公開日期 本全文未授權公開 (國家圖書館：臺灣博碩士論文系統)