Title

1.錳催化芳香基炔類與芳香基碘化物之耦合反應 2.錳催化芳香基碘化物與硫醇之交互耦合反應

Translated Titles

1.Manganese-Catalyzed Cross-Coupling of Aryl Alkynes with Aryl Iodides 2.Manganese-Catalyzed Cross-Coupling of Thiols with Aryl Iodides

DOI

10.6845/NCHU.2013.00397

Authors

劉宗叡

Key Words

錳催化 ; 芳香基炔類 ; 芳香基碘化物 ; .耦合反應 ; Manganese-Catalyzed ; Aryl Alkynes ; Aryl Iodides ; Cross-Coupling

PublicationName

中興大學化學系所學位論文

Volume or Term/Year and Month of Publication

2013年

Academic Degree Category

碩士

Advisor

李進發

Content Language

繁體中文

Chinese Abstract

芳香基硫醚與炔類化合物在生物化學、材料科學與藥物的製備上均占有非常重要的地位,近年來,使用過渡金屬催化交互耦合反應去製備此兩類化合物已經被廣泛的應用。在過去的研究中使用的過渡金屬通常為活性較高的鈀金屬,由於鈀金屬的價格非常昂貴與毒性對環境會造成嚴重的影響,所以尋找價格便宜且低毒性的過渡金屬來當作催化劑是一個非常重要的課題。 最近本實驗室發現使用二氯化錳搭配1,10-菲罗啉(1,10-phenanthroline)為配體可以有效的促進芳香基炔類與芳香基碘化物的交互耦合反應。在本論文的第一部分,使用二氯化錳搭配雙BINAP為配體進行芳香基炔類與芳香基碘化物的交互耦合反應,同樣可以得到高產率的炔類化合物。本論文的第二部分介紹使用高純度的二氯化錳搭配1,10-菲罗啉可以成功的進行碳-硫鍵的交互耦合反應。

English Abstract

Aryl thioethers and alkynes are important functional groups in pharmaceutical industry, biology and materials science. Transition-metal-catalyzed cross-coupling reactions of thiols or terminal alkynes with aryl halides have been applied to the syntheses of aryl thioethers and functionalized alkynes. Palladium is one of the most important metals used for cross-coupling reactions, however, palladium is expensive and toxin. Thus, development of new, cheap and environmentally alternative catalysts is highly desirable. Manganese is abundant in the world with low toxicity. Recently, we found that the combination of MnCl2 with 1,10-phenanthroline can be served as an active catalyst for the couplimg reaction of aryl alkynes with aryl iodides. The first part of this thesis, we report that BINAP is another active ligand for the same purpose. The second part of this thesis, we report the first reliable manganese-catalyzed C-S bond coupling reaction between aryl iodides with thiols.

Topic Category 基礎與應用科學 > 化學
理學院 > 化學系所
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