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http://tdr.lib.ntu.edu.tw/jspui/handle/123456789/56238完整後設資料紀錄
| DC 欄位 | 值 | 語言 |
|---|---|---|
| dc.contributor.advisor | 劉緒宗(Shiuh-Tzung Liu) | |
| dc.contributor.author | Hsiao-Ching Huang | en |
| dc.contributor.author | 黃筱晴 | zh_TW |
| dc.date.accessioned | 2021-06-16T05:20:04Z | - |
| dc.date.available | 2014-08-21 | |
| dc.date.copyright | 2014-08-21 | |
| dc.date.issued | 2014 | |
| dc.date.submitted | 2014-08-15 | |
| dc.identifier.citation | 1. Nef, J. U. Justus Liebigs Ann. Chem. 1895, 287, 265-359.
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| dc.identifier.uri | http://tdr.lib.ntu.edu.tw/jspui/handle/123456789/56238 | - |
| dc.description.abstract | 本論文探討萘啶-含氮雜環碳烯過渡金屬錯合物的合成、結構解析與催化應用。以新發展出的萘啶-含氮雜環碳烯做為輔助配位基，利用銀金屬將配體轉移至銠、銥及鈀金屬上，而得到相對應之錯合物。
將萘啶-含氮雜環碳烯配體，與AgNO3及K2CO3反應可得雙碳烯銀金屬錯合物。令其與[Rh(COD)Cl]2或[Ir(COD)Cl]2反應，能製備出碳烯配位之銠(I)和銥(I)碳烯金屬錯合物。以X光單晶繞射分析銠錯合物，揭示其金屬中心有環辛二烯及碳烯的配位，且金屬中心呈平面四邊形的結構。再藉四氟硼酸銀移除氯離子，使萘啶配位至金屬上，形成萘啶-含氮雜環碳烯雙配位之離子性錯合物，並以核磁共振技術及質譜確認其結構。使用銀錯合物做為轉移試劑，與四氟硼酸銀及[Pd(C3H5)Cl]2進行一鍋化反應，可製備離子性之鈀金屬錯合物。藉X-ray單晶繞射的協助，確認鈀金屬上的亞甲基以η3的型式配位至金屬上，且萘啶及碳烯皆有參與配位，金屬中心呈平面四邊形的結構。 萘啶-含氮雜環碳烯鈀錯合物可做為氫轉移反應的催化劑，以甲酸做為氫來源，能選擇性地還原α, β-不飽和烯酮的C=C雙鍵。相較於製備出的銠和銥金屬錯合物及其他鈀錯合物展現較好的選擇性與活性。藉由此催化，可將α, β-不飽和羰基、酯類、醯胺基、酸類轉變為相對應的飽和酮、酯、醯胺和酸。 | zh_TW |
| dc.description.abstract | In this work, we explored the syntheses, characterization and catalytic activity of metal complexes containing a naphthyridine-based N-heterocyclic carbene ligand. The desired rhodium(I), iridium(I) and palladium(II) complexes were obtained via a known carbene transfer method. The reaction of naphthyridine-based NHC ligand 6, silver nitrate and potassium carbonate afforded the silver bis-carbene complex 7. Upon the reaction between the silver NHC complex with [Rh(COD)Cl]2 or [Ir(COD)Cl]2, the carbene fragment readily transferred from silver to rhodium and iridium center, providing the Rh(I) and Ir(I) carbene complex. As revealed in X-ray crystallography, Rh(I) carbene complex 8 adopted a square-planar geometry with the coordination of cyclooctadiene moiety. The rhodium and iridium carbene complex 8 and 9 can be converted to the corresponding ionic ones 10 and 11 by using silver tetrafluoroborate to remove chloride. The palladium(II) complexes 12 was prepared through the reaction of silver complex 7, [Pd(C3H5)Cl]2 and silver tetrafluoroborate. Its structure was confirmed by X-ray crystal structural analysis to illustrate the coordination of a η3-allyl fragment and the square planar geometry around the metal center. The palladium(II) complex 12 acted as an effective catalyst toward hydrogen transfer reaction. The C=C of α, β-unsaturated carbonyl substrates can be selectively reduced to yield saturated carbonyl compounds with formic acid as the proton source. Compared to the Rh(I) and Ir(I) complexes as well as other palladium complexes, it exhibited better catalytic activity and selectivity. With this method, α, β-unsaturated ketones, esters, amides and acids can be selectively hydrogenated to the corresponding saturated compound. | en |
| dc.description.provenance | Made available in DSpace on 2021-06-16T05:20:04Z (GMT). No. of bitstreams: 1 ntu-103-R01223105-1.pdf: 14079247 bytes, checksum: 6f06e435f46281462daabd703bb2cc85 (MD5) Previous issue date: 2014 | en |
| dc.description.tableofcontents | 第一章 緒論 1
第一節 碳烯的簡介 1 第二節 含氮雜環碳烯金屬錯合物 3 第三節 含氮雜環碳烯-萘啶金屬錯合物 5 第四節 過渡金屬催化劑與誘導效應 8 第五節 含氮雜環碳烯鈀金屬錯合物及應用 10 第六節 實驗目的 12 第二章 萘啶-含氮雜環碳烯金屬錯合物之合成與鑑定 13 第一節 配位基的合成 13 第二節 萘啶-含氮雜環碳烯銀金屬錯合物的合成 15 第三節 萘啶-含氮雜環碳烯銠與銥金屬錯合物的合成 17 第四節 萘啶-含氮雜環碳烯鈀金屬錯合物的合成 26 第三章 萘啶-含氮雜環碳烯鈀金屬錯合物之催化反應探討 31 第一節 催化條件最佳化 31 第二節 各樣α, β-不飽和羰基化合物之選擇性還原與催化機制探討 35 第三節 選擇性氫化反應的動力學 41 第四章 結論 44 第五章 實驗部分 45 第一節 實驗儀器 45 第二節 試劑來源與前處理 46 第三節 實驗過程 46 第四節 化合物之製備 46 第五節 α, β-不飽和羰基、酯類、醯胺基及酸類化合物之製備 55 第六節 α, β-不飽和化合物選擇性氫化反應 63 第七節 動力學實驗步驟 68 參考文獻 69 附錄一 部分化合物之光譜圖 78 附錄二 部分錯合物之晶體結構資料 124 | |
| dc.language.iso | zh-TW | |
| dc.subject | ?啶 | zh_TW |
| dc.subject | 含氮雜環碳烯 | zh_TW |
| dc.subject | Naphthyridine | en |
| dc.subject | N-heterocyclic carbene | en |
| dc.title | 萘啶-含氮雜環碳烯金屬錯合物之合成及其催化活性探討 | zh_TW |
| dc.title | Metal Complexes with a Naphthyridine-Based N-Heterocyclic Carbene (NHC) Lignad: Synthesis and Catalytic Activities | en |
| dc.type | Thesis | |
| dc.date.schoolyear | 102-2 | |
| dc.description.degree | 碩士 | |
| dc.contributor.oralexamcommittee | 陳竹亭(Juw-Ting Chen),詹益慈(Yi-Tsu Chan) | |
| dc.subject.keyword | ?啶,含氮雜環碳烯, | zh_TW |
| dc.subject.keyword | Naphthyridine,N-heterocyclic carbene, | en |
| dc.relation.page | 136 | |
| dc.rights.note | 有償授權 | |
| dc.date.accepted | 2014-08-16 | |
| dc.contributor.author-college | 理學院 | zh_TW |
| dc.contributor.author-dept | 化學研究所 | zh_TW |
| 顯示於系所單位： | 化學系 | |
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