本論文先合成含有Pyridine取代基的苯咪唑鹽[R-Bim-Py][X] (R = methyl、ethyl、n-butyl) (X = I or Br)與咪唑鹽 [R-Im-Py][X] (R = methyl、ethyl) (X = I or Br)，再經由陰離子置換，將I- 或 Br- 陰離子置換成[PF6]- 陰離子，如Scheme 1 所示。接著利用這些鹽類與鎳的金屬前驅物進行反應，得到Scheme 2 和 Scheme 3 所示鎳五配位的錯合物。另外，我們也將瑋如學姊所合成的鈀錯化合物[Pd(Py-Bim-Amide)][Br]2及 [Pd(Py-Im-Amide)][Br]2與AgPF6進行反應，得到化合物[Pd(Py-Bim-Amide)(DMSO)][PF6]及 [Pd(Py-Im-Amide)(CH3CN)][PF6]。以上這些化合物都利用NMR、IR、及EA進行化合物的鑑定，而其中鎳錯化合物和錯化合物[Pd(Py-Bim-Amide)(DMSO)][PF6]及[Pd(Py-Im-Amide)(CH3CN)][PF6]亦利用X-ray 單晶繞射進行分子結構分析。

謝誌 I
摘要 III
目錄 V
圖目錄 IX
表目錄 XII
附表目錄 XIII
附圖目錄 XV
第一章、緒論 1
1.1、N-heterocyclic carbene (NHC) 1
1.2、輔助配位基的選擇 1
1.3、NHC與後過渡金屬合成金屬錯化物的方式 3
1.3.1、Free carbene method 5
1.3.2、Basic metal precursor method 5
1.3.3、Weak base method 6
1.3.4、 Transmetalation method 6
1.3.5、利用離子溶劑合成 8
1.4、NHC complexes的應用性 9
第二章、結果與討論 13
2.1、Pyridine-functionalized NHC ligands 13
2.1.1、[Py-Bim-C2][Br ](3) 的製備 14
2.1.2、[Py-Bim-C2][PF6] (4) 的製備 15
2.1.3、[Py-Bim-C2][PF6] (10) 的製備 16
2.2、Pyridine-functionalized NHC nickel (II) complexes 16
2.2.1、[Ni(Py-Bim-C1)3][PF6]2(11) 17
2.2.12、[Ni(Py-Bim-C2)3][PF6]2 (12) 24
2.2.13、[Ni(Py-Bim-CH2CH2CH2CH3)3][PF6]2 (13) 30
2.2.14、[Ni(Py-Im-CH2CH3)][PF6]2 (14) 35
2.2.15、[Ni(Py-Im-CH2CH2CH2CH3)][PF6]2 (15) 40
2.2.19、[Ni(Py-Im-C1)3][PF6]2 (16) 42
2.2.16、[Pd(Py-Bim-CH2CONH2)Br2] (17) 47
2.3 Suzuki coupling 催化測試 56
第三章、實驗 61
3.1、儀器、試藥、溶劑 61
3.1.1、儀器： 61
3.1.2、試藥、溶劑： 62
3.2、實驗部分 64
3.2.1、[Py-Bim-CH3][I](1) 64
3.2.2、[Py-Bim-CH3][PF6] (2) 64
3.2.3、[Py-Bim-CH2CH3][Br] (3) 65
3.2.4、[Py-Bim-CH2CH3][PF6] (4) 67
3.2.5、[Py-Bim-CH2CH2CH2CH3][Br] (5) 68
3.2.6、[Py-Bim-CH2CH2CH2CH3][PF6] (6) 69
3.2.7、[Py-Im-CH2CH3][Br](7) 70
3.2.8、[Py-Im-CH2CH3][PF6] (8) 70
3.2.9、[Py-Im- CH2CH2CH2CH3][Br] (9) 71
3.2.10、[Py-Im- CH2CH2CH2CH3][PF6] (10) 72
3.2.11、[Ni(Py-Bim-CH3)3][PF6]2 (11) 73
3.2.12、[Ni(Py-Bim-CH2CH3)3][PF6]2 (12) 77
3.2.13、[Ni(Py-Bim-CH2CH2CH2CH3)3][PF6]2 (13) 81
3.2.14、[Ni(Py-Im-CH2CH3)3][PF6]2 (14) 84
3.2.15、[Ni(Py-Im-CH2CH2CH2CH3)3][PF6]2 (15) 88
3.2.16、[Ni(Py-Im-CH3)3][PF6]2 (16) 91
3.2.17、[Pd(Py-Bim-CH2CONH2)(Br)2] (17) 93
3.2.18、[Pd(Py-Bim-CH2CONH)(DMSO)][PF6] (18) 94
3.2.19、[Pd(Py-Im-CH2CONH)(CH3CN)][PF6] (19) 96
3.2.20、Suzuki coupling 催化反應處理步驟 98
第四章、結論 99
第五章、參考文獻 101

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