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研究生:歐振國
研究生(外文):Chen-Kuo Ou
論文名稱:單硫及雙硫紫質的釕金屬錯合物合成、鑑定及配位化學研究
論文名稱(外文):Synthesis, Structure, and Characterization of Ruthenium Mono- and Dithia-Porphyrin Metal Complexes
指導教授:洪政雄洪政雄引用關係
指導教授(外文):Chen-Hsiung Hung
學位類別:碩士
校院名稱:國立彰化師範大學
系所名稱:化學系
學門:自然科學學門
學類:化學學類
論文種類:學術論文
論文出版年:2002
畢業學年度:90
語文別:中文
論文頁數:155
中文關鍵詞:紫質單硫紫質雙硫紫質釕金屬紫質
外文關鍵詞:porphyrinthiaporphyrindithiaporphyirncore-modified porphyrinruthenium thiaporphyrinmetalloporphyrin
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中文摘要
環內修飾紫質是紫質異構物合成研究中的一個分支,將紫質環中可與金屬鍵結的氮原子置換成其他異原子(如氧族元素),則可以得到所謂的環內修飾紫質。我們的研究興趣在於以硫原子取代紫質中氮原子的環內修飾紫質的金屬配位化學研究,包含了單硫取代的環內修飾紫質及雙硫原子取代的環內修飾紫質。
1990年代初期,鐵(II)、 鎳(I)、鎳(II)、銅(II)、鈀(I)和銠(III)等21-單硫紫質的金屬錯合物被合成出來,且有其晶體結構的報導。鐵金屬紫質在生物體中扮演舉足輕重的角色,且已被廣泛地研究,然可惜的是,21-單硫紫質的鐵金屬錯合物極不穩定,增加了研究上的困難。因此,我們選擇以鐵金屬的同族元素-釕,作為我們研究21-單硫紫質金屬錯合物的配位化學研究目標。我們以傳統合成釕金屬紫質的方式,以Ru3(CO)12與四甲苯基-21-單硫紫質在加熱迴流的鄰-二氯苯溶劑中反應可得21-單硫紫質的釕金屬錯合物Ru(STTP)(CO)Cl (1d),從晶體結構中得知,1d的軸位上有一個氯離子及一個一氧化碳的配位。以1d為起始物,與鈉金屬鹽類及銀金屬鹽類可進行1d軸配位基的置換反應,可得相對應的硝酸根、亞硝酸根、疊氮(N3-)及氰根配位的六配位釕金屬單硫紫質錯合物,其另一軸配位基為一氧化碳。除了氰根配位的釕金屬單硫紫質錯合物外,其餘錯合物均有X-光單晶繞射法所得晶體結構。
Ru(STTP)(CO)(X)系統中的一氧化碳配位基與釕金屬的鍵結很穩定,需要經由照光的方式才能將一氧化碳置換成其它配位基,因此若能直接由單硫紫質的釕金屬化反應中直接獲得無一氧化碳配位的釕金屬單硫紫質錯合物,則可以避免一氧化碳配位基的影響。我們以Ru(COD)Cl2作為金屬來源化合物與STTPH在加熱迴流的鄰-二氯苯中反應,反應產物由X-光單晶繞射法所得結構顯示其為二個氯離子配位在釕金屬上的單硫紫質釕金屬錯合物Ru(STTP)Cl2 (1i),1i 中的釕金屬是一個三價的金屬中心,其1H NMR光譜顯示其為順磁錯合物。
雙硫紫質由於其環內空間狹小,一直被認為金屬很難配位其中,然由我們以Ru(COD)Cl2/鄰-二氯苯的反應條件,我們成功地合成了雙硫紫質的第一個金屬錯合物Ru(S2TTP)Cl2 (2d)的結果看來,雙硫紫質環的立體結構可調變性相當大,雙硫紫質克服其紫質環中空間狹小的障礙,而與釕金屬鍵結。2d與硝酸銀進行一簡單的配位基交換反應,得到相對應的硝酸根配位釕金屬雙硫紫質Ru(S2TTP)(NO3)2 (2e);2d與NaSePh於無水二氯甲烷中反應可得一有趣的產物Ru(S2TTP)(Se(Ph)CH2SePh)2 (2f),釕金屬雙硫紫質上的軸配位基為一個二硒醚分子,橋接兩個硒原子的次甲基相信是來自於溶劑中的二氯甲烷的斷裂,但其反應機構仍待更進一步的研究。Ru(S2TTPP)Cl2 (2d)的進一步反應研究及光譜研究將在本論文中討論。
Synthesis, Structure, and Characterization of Ruthenium Mono- and Dithia-Porphyrin Metal Complexes
Chen-Kuo Ou
Abstract
Core-modified porphyrin has inner-core nitrogen atoms substituted by other heteroatoms, such as oxygen or sulfur. Our studies focused on the sulfur substituted core-modified porphyrins, including mono and di-substituted ones.
In the early of 1990’s, Fe(II), Ni(I), Ni(II), Cu(II), Pd(I)and Rh(III) complexes of 21-thiaporphyrin had been reported with spectroscopic studies and the X-ray crystal structure characterization. Because of the instability of iron 21-thiaporphyrin, we chose ruthenium complexes as our target molecules in 21-thiaporphyrin metal complexes studies. Following the tradition synthetic method of Ru(TPP)(CO), we had successfully synthesized the corresponding ruthenium 21-thiaporphyrin metal complexes,Ru(STTP)(CO)Cl (1d). The spectroscopic and crystal- lographic studies had been used to confirm the structures, and their physical or electrochemical properties have been measured. Using Ru(COD)Cl2,instead of Ru3(CO)12, a tri-valent, dichloride coordinated ruthenium 21-thiaporphyrin had been synthesized. Using the same conditions, an unexpected complex, ruthenium 21,23-dithiaporphyrin metal complex, Ru(S2TTP)Cl2 (2d), had been synthesized and structural characterizd. 2d reacted with NaSePh in anhydrous CH2Cl2 to form an unusual product Ru(S2TTP)(Se(Ph)CH2SePh)2 (2f),a bis-monodentate diselenoether coordinated ruthenium dithiaporphyrin metal complex with the zero valent ruthenium center.
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