寡電子鐵紫質之製備及催化反應的研究

Preparation and Catalytic Recations of Iron N-Methyl-Pyridylethynyl Porphyrins

謝承憲(Cheng-Hsien Hsieh)

指導教授 ： 林敬堯

國立暨南國際大學/科技學院/應用化學系/碩士(2009年)

https://doi.org/10.6837/NCNU.2009.00161

摘要

在生物系統中，紫質扮演了非常重要的角色，如細胞色素 cytochrome P450 為一單氧酵素(monooxygenase)，在生物體內以鐵紫質作為活化氧分子之活化中心，進行非常多樣的催化反應，例如alkane 和arene hydroxylations，alkene epoxidation，N-oxidation，S-oxidation 和N-，O-，S-dealkylation。為了對cytochrome P450 有進一步了解，因此合成各種鐵紫質並研究其催化性質。
　　我們之前已經成功合成出一系列新的無金屬寡電子紫質。現在我們進一步藉由這些無金屬寡電子紫質為基礎，在紫質中心改為鑲入鐵金屬，合成出一系列鐵紫質。並以模擬生物系統中cytochrome P450催化反應，進行alkene epoxidation。根據結果顯示，我們所合成出的鐵紫質，在催化反應中有較低的穩定性，但仍然具有催化的特性。

關鍵字

Cytochrome P450 ； Alkene epoxidation ； Olefins ； Porphyrin

並列摘要

Porphyrins play crucial roles in biological systems. For example, cytochrome P-450 enzymes are heme-containing monooxygenases, which carried out various oxidation catalysis such as alkane and arene hydroxylation, alkene epoxidation, N-oxidation, S-oxidation, and N-，O-，S-dealkylation. To better understand oxidation reactions catalyzed by cytochrome P-450enzymes, a variety of metalloporphyrins have been synthesized as models.
We have previously studied a series of novel electron-deficient free-base porphyrins bearing one or two N-methyl-2, 3, or 4-pyridylethynyl groups. In this thesis, a series of Iron(III) N-methyl-pyridylethynyl-5, 15-biphenyl-porphines were prepared and tested as catalyst in epoxidation of alkenes with iodosylbenzene as oxidant. The results suggest that these iron porphyrins are less stable toward the catalytical reactions.

並列關鍵字

Cytochrome P450 ； Alkene epoxidation ； Olefins ； Porphyrin

參考文獻

參考文獻

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