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| 研究生： |
潘韋汝 Pan, Wei-Ju |
|---|---|
| 論文名稱： |
1,4-醌類化合物的氧化性自由基反應 Oxidative Free Radical Reaction of 1,4-Quinones |
| 指導教授： |
莊治平
Chuang, Che-Ping |
| 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： | 2012 |
| 畢業學年度： | 100 |
| 語文別： | 中文 |
| 論文頁數： | 67 |
| 中文關鍵詞： | 1,3-雙羰基 、苯并吲哚 、苯并吖啶 |
| 外文關鍵詞： | 1,3-dicarbonyl, benzo[f]indole, benzo[b]acridine |
| 相關次數： | 點閱：131 下載：1 |
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近二十年來利用自由基反應來形成碳-碳鍵已被廣泛地研究，而其中自由基的環合反應已經成為合成雜環化合物的方法之一。銀(Ⅱ)雖然價格昂貴，但只需催化劑量便可使用；錳(Ⅲ)為重金屬，配合鈷(Ⅱ)與氧氣的作用下可以使錳(Ⅲ)離子於反應中循環再生成，所以僅需使用催化劑量，以上兩種方式所進行的氧化性自由基反應均可朝綠色化學的方向研究。本篇想要利用氧化性自由基反應來合成苯并吲哚類化合物與苯并吖啶類化合物。
本篇論文主要分兩部分:第一部分為利用硝酸銀與過硫酸銨作用生成銀離子，氧化1,3-雙羰基化合物生成自由基與醌類化合物進行分子間加成反應來獲得苯并吲哚類化合物;第二部分則是利用醋酸錳(Ⅲ)的氧化性自由基反應，合成出苯并吲哚類化合物與苯并吖啶類化合物。
Free radical reactions have become an important way for formation of carbon-carbon bonds in the last two decades and it plays an important role for synthesis of heterocyclic compounds. Silver (II) can be generated in situ with silver nitrate and ammonium persulfate. Manganese (III) can be regenerated by the recycling process via oxygen and cobalt(II) acetate.So only catalytical amount of manganese(III) need to be used.Both of this two ways may meet the requirement of green chemistry. In this thesis,synthesis of benzo[b]acridines and benzo[f]indoles via the oxidative free radical reaction was reported.
This thesis is divided into two parts:
(1) Silver (II) ion is generated from the reaction with silver nitrate and ammonium persulfate.The 1,3-dicarbonyl free-radical oxidated by silver (II) undergoes intermolecular addition reaction with quinone derivatives to obtain benzo[f]indoles.
(2) The oxidative free radical reactions of 2-amino-1,4-naphthoquinones with catalytical amount of manganese (III) acetate and β-dicarbony compound produce benzo[b]acridines and benzo[f]indoles effectively.
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校內：2015-08-22公開校外：2017-08-22公開