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| DC 欄位 | 值 | 語言 |
|---|---|---|
| dc.contributor.advisor | 王朝諺 | zh_TW |
| dc.contributor.advisor | Tiow-Gan Ong | en |
| dc.contributor.author | 吳銘峻 | zh_TW |
| dc.contributor.author | Ming-Chun Wu | en |
| dc.date.accessioned | 2023-05-02T17:23:57Z | - |
| dc.date.available | 2023-11-09 | - |
| dc.date.copyright | 2023-05-02 | - |
| dc.date.issued | 2023 | - |
| dc.date.submitted | 2023-01-17 | - |
| dc.identifier.citation | Green, M. L. H. A New Approach to the Formal Classification of Covalent Compounds of the Elements. J. Organomet. Chem. 1995, 500, 127-148.
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| dc.identifier.uri | http://tdr.lib.ntu.edu.tw/jspui/handle/123456789/87010 | - |
| dc.description.abstract | 與自然環境中存在的 F2、O2 和 N2 雙原子分子相比，單獨雙原子碳 (C2) 是一種具有高活性的分子，僅天然存在於外太空或者星際之間。過去以來不同的 L→C2←L 化合物被許多團隊所研究開發，但其核心 C2 分子的鍵長與鍵結情況卻仍與單獨 C2 有所差異，因此吸引了更多化學家們嘗試以單配位基 L 來穩定C2 分子，但皆未能成功。
然而我們選用了特定具有立體障礙的膦化配位基 (imidazolidin-2-iminato) (L 為 (NHCR=N)2(CH3)P, NHCR 為含氮雜環碳烯)，成功合成了於常溫下可穩定存在於溶液中的單配位基雙原子碳分子 PDC，並且得到其晶體結構加以鑑定。另外我們也藉由不同的實驗來進一步了解 PDC 的反應特性，再嘗試與不同的金屬進行反應，成功合成出了不同的金屬錯合物，並且對個別結構加以進行鑑定和分析。 此外，我們發現 PDC 可做為一種新的類碳烯配位基，其具有優異的σ-予體能力（強於 NHCs 和 CAACs）與稍差的π-受體特性，更通過 Suzuki-Miyaura 交叉耦合實驗來證明 PDC 對於催化反應中所具有的效用。 | zh_TW |
| dc.description.abstract | In contrast to naturally occurring F2, O2 and N2, dicarbon (C2) is a reactive carbon allotrope that naturally exists only in the high temperature medium of stellar space. Various L→C2←L compounds had been studied, but the bonding situation of the central C2 in this motif differs remarkably from that of free C2. So it has fascinated chemists for a long time and numerous experimental attempts to stabilize it with a ligand L have not been successful yet.
Here we have prepared and structurally characterized diatomic C2 as mono-ligated complex phosphine stabilized dicarbon (PDC) using a bulky phosphine ligand bearing two imidazolidin-2-iminato groups (L is (NHCR=N)2(CH3)P, where NHCR is a N-heterocyclic carbene). The compound is stable in solution at ambient temperature and has also been isolated in the solid state. The reactivity of PDC has been investigated with a variety of reactions. Different metal complexes supported with the PDC were prepared, and their molecular structures were characterized and analyzed. We explore the use of molecules as a new complementary class of carbene-like ligands featuring strong σ-donor (>NHCs and CAACs) but weak π-acceptor properties. We demonstrate the catalytic utility of the PDC framework by successful implementation for Suzuki-Miyaura cross-coupling. | en |
| dc.description.provenance | Submitted by admin ntu (admin@lib.ntu.edu.tw) on 2023-05-02T17:23:57Z No. of bitstreams: 0 | en |
| dc.description.provenance | Made available in DSpace on 2023-05-02T17:23:57Z (GMT). No. of bitstreams: 0 | en |
| dc.description.tableofcontents | 誌謝 i
中文摘要 ii ABSTRACT iii 簡稱縮寫 iv 目錄 vii 圖目錄 x 表目錄 xiii 附圖目錄 xiv 附表目錄 xix 第一章 緒論 1 1.1配位基 1 1.2膦化物 3 1.3碳烯 (Carbene) 6 1.4雙原子碳 9 1.5成對配位基雙原子碳分子 (L → C2 ← L) 11 1.6單一配位基雙原子碳分子 (L → C2) 12 第二章 研究動機 13 第三章 結果與討論 15 3.1雙原子碳分子的合成及結構鑑定 15 3.2雙原子碳分子結構特性及反應性的探討 29 3.2.1雙原子碳分子的晶體結構探討 29 3.2.2雙原子碳分子的13C標定實驗 30 3.2.3雙原子碳分子的理論計算 34 3.2.4雙原子碳分子的反應性探討 37 3.3雙原子碳分子之金屬錯合物的合成、鑑定以及結構特性的探討 43 3.3.1銠金屬錯合物的合成、鑑定以及結構特性的探討 43 3.3.2膦化合物的合成、鑑定以及結構特性的探討 48 3.3.3金金屬錯合物的合成、鑑定以及結構特性的探討 49 3.3.4鈀和鉑金屬錯合物的合成、鑑定以及結構特性的探討 51 3.3.5鎳金屬錯合物的合成、鑑定以及結構特性的探討 56 3.3.6鋁金屬錯合物的合成、鑑定以及結構特性的探討 58 3.4雙原子碳分子之鈀金屬錯合物的催化應用 62 3.4.1鈴木交叉耦合反應之介紹 62 3.4.2鈀金屬錯合物於鈴木交叉耦合反應之應用 65 3.4.3將鈀金屬錯合物 11 應用於鈴木交叉耦合反應 66 第四章 結論 69 第五章 實驗方法 70 5.1實驗注意事項 70 5.1.1一般實驗 70 5.1.2溶劑與試劑 70 5.1.3文獻查詢 71 5.2實驗儀器 72 5.2.1核磁共振光譜儀 72 5.2.2高解析度磁場式質譜儀 73 5.2.3X-ray 單晶繞射解析 73 5.3實驗步驟 74 5.3.1雙原子碳分子的合成步驟 74 5.3.2雙原子碳分子之13C標定實驗的合成步驟 86 5.3.3雙原子碳分子之反應性的合成步驟 90 5.3.4雙原子碳分子之錯合物的合成步驟 96 5.3.5雙原子碳分子之鈀金屬錯合物 11 的催化應用 107 參考文獻 114 附錄 核磁共振光譜圖 126 附錄 X-ray 晶體結構資料 225 | - |
| dc.language.iso | zh_TW | - |
| dc.subject | 碳烯 | zh_TW |
| dc.subject | 膦化配位基 | zh_TW |
| dc.subject | 雙原子碳 | zh_TW |
| dc.subject | 鈴木交叉耦合反應 | zh_TW |
| dc.subject | dicarbon | en |
| dc.subject | Suzuki-Miyaura cross-coupling | en |
| dc.subject | phosphine ligands | en |
| dc.subject | carbene | en |
| dc.title | 雙原子碳分子與其錯合物的合成、鑑定與反應性探討 | zh_TW |
| dc.title | Synthesis, Characterization and Reactivity of Isolable Dicarbon and its Complexes | en |
| dc.type | Thesis | - |
| dc.date.schoolyear | 111-1 | - |
| dc.description.degree | 博士 | - |
| dc.contributor.oralexamcommittee | 詹益慈;蔡福裕;王正中;郭俊宏 | zh_TW |
| dc.contributor.oralexamcommittee | Yi-Tsu Chan;Fu-Yu Tsai;Cheng-Chung Wang;Chun-Hong Kuo | en |
| dc.subject.keyword | 膦化配位基,雙原子碳,碳烯,鈴木交叉耦合反應, | zh_TW |
| dc.subject.keyword | phosphine ligands,dicarbon,carbene,Suzuki-Miyaura cross-coupling, | en |
| dc.relation.page | 251 | - |
| dc.identifier.doi | 10.6342/NTU202300145 | - |
| dc.rights.note | 未授權 | - |
| dc.date.accepted | 2023-01-31 | - |
| dc.contributor.author-college | 理學院 | - |
| dc.contributor.author-dept | 化學系 | - |
| 顯示於系所單位： | 化學系 | |
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