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    Please use this identifier to cite or link to this item: http://ir.lib.ncu.edu.tw/handle/987654321/64962

    Title: 噻吩并[3,4-c]吡咯-4, 6-二酮(TPD)之鈀催化直接碳氫鍵芳香環化反應之研究: 以高步驟經濟效益合成策略製備含TPD之功能性π-共軛小分子;Pd-Catalyzed Direct C-H Arylation of Thieno[3,4-c]pyrrole- 4,6-dione (TPD): A Step-Economical Synthetic Alternative to Access Symmetrical π-Conjugated Functional Molecules
    Authors: 張善芸;Chang,Shan-Yun
    Contributors: 化學工程與材料工程學系
    Keywords: 噻吩并[3,4-c]吡咯-4, 6-二酮;鈀催化直接碳氫鍵芳香環化反應;高步驟經濟效益;功能性π-共軛小分子;Thieno[3,4-c]pyrrole- 4,6-dione;Pd-Catalyzed Direct C-H Arylation;Step-Economical;π-Conjugated Functional Molecules
    Date: 2014-07-21
    Issue Date: 2014-10-15 14:36:31 (UTC+8)
    Publisher: 國立中央大學
    Abstract: 以thieno[3,4-c]pyrrole-4,6-dione (TPD)為核心作分子共軛延伸的結構已在光電元件上被廣泛研究,在本論文中,探討以鈀催化直接碳氫鍵活化之方法取代傳統的交叉耦合反應來製備含TPD單元的π共軛功能性小分子。碳氫鍵活化的方法不僅具有步驟經濟性、原子經濟性、減少副產物產生,成本低於傳統的交叉耦合反應,故鈀催化之直接碳氫鍵活化之合成方法已逐漸取代傳統交叉耦合反應。

    ;We demonstrate a step-economical and viable synthetic alternative to access a series of thieno[3,4-c]pyrrole-4,6-dione (TPD)-based π-conjugated molecules through Pd-catalyzed direct C-H arylations. A comprehensive synthetic study including the screening of various kinds of palladium catalysts, ligands, and bases is reported. Under the optimum reaction conditions, TPD and its common derivatives underwent efficient and mild direct C-H arylations with a variety of functionalized bromoarenes. Functional groups such as ester, nitrile, ketone, aldehyde, and halide were well-tolerated, which substantially extended the reaction scope. We wish the reported method would provide materials scientists a relatively greener synthetic route to efficiently prepare the TPD-containing π-functional materials.
    Appears in Collections:[化學工程與材料工程研究所] 博碩士論文

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