Title

(η4-雙烯)三羰鐵之分子內Friedel-Crafts環化反應

Translated Titles

Intramolecular Friedel-Crafts Cyclization of (η4-diene)Fe(CO)3

Authors

張靜茹

Key Words

環化反應 ; (η4-雙烯)三羰鐵 ; HASH(0x8a8cf70) ; HASH(0x8a8cfe8) ; cyclization ; Friedel-Crafts reaction ; (η4-diene)Fe(CO)3 ; Intramolecular

PublicationName

臺灣師範大學化學系學位論文

Volume or Term/Year and Month of Publication

1999年

Academic Degree Category

碩士

Advisor

葉名倉

Content Language

繁體中文

Chinese Abstract

本論文主要在確定開環之(η4-雙烯)三羰鐵醯氯錯合物與三氯化鋁(AlCl3),在以二氯甲烷為溶劑的條件下,行分子內Freidel-Crafts環化反應所得到產物的結構。 將終端分別為三個碳含酯基取代及苯基取代之(η4-雙烯)三羰鐵錯合物與乙二醯二氯((COCl)2)及三乙基胺(Et3N)在二氯甲烷中,在冰浴下攪拌得到(η4-雙烯)三羰鐵醯氯錯合物;再將所得到之(η4-雙烯)三羰鐵醯氯錯合物在冰浴下加入含三氯化鋁(AlCl3)的二氯甲烷溶劑中,在室溫下攪拌後得到五員環酮官能基之錯合物。該錯合物經由X-光繞射結構圖得以證明其結構確實為所預測之五員環結構。 另外,亦討論二碘化釤對於不同官能基如碘基、胺基、酮基,所促進之環化反應,以及具光學活性之鉻錯合物的合成與研究鐵鉻錯合物活性之研究,但並未能得到預期中的結果。

English Abstract

The main purpose of this thesis is to make sure the configuration of the products that (η4-diene)tricarbonyliron acyl chloride complexes undergo intramolecular Friedel-Crafts cyclization with alumium chloride(AlCl3) in dichloromethane. (η4-diene)tricarbonyliron ester complexe contain three-carbon ester substutent and benzyl substutent at terminal position reacted with oxalyl chloride((COCl)2) and triethyl amine(Et3N) in dichloromethane, stirred under ice-bath, got (η4-diene)tricarbonyliron acyl chloride complexe. Then , add (η4-diene)tricarbonyliron acyl chloride complexe to alumium chloride(AlCl3)/ dichloromethane solution under ice-bath, stirred in room temperature; 5-member ring complex was produced. From the X-ray diffraction spectra of the product, we can know that the configuration of the product is as what we purposed. Next, we discussed about the ability of samarium diiodide-promoted cyclization toward different funtional group such as iodide、 amine and ketone, and synthesis of chiral chromium complex, and reactivity of iron-chromium complex; but unfortunately, we failed.

Topic Category 基礎與應用科學 > 化學
理學院 > 化學系
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