極性溶劑對銅(I)催化碳-氮偶合反應之影響;The Effect of Polar Solvent in Cu(I)-Catalyzed Carbon-Nitrogen Coupling Reaction

Please use this identifier to cite or link to this item: http://ir.lib.ncu.edu.tw/handle/987654321/71373

Title:	極性溶劑對銅(I)催化碳-氮偶合反應之影響;The Effect of Polar Solvent in Cu(I)-Catalyzed Carbon-Nitrogen Coupling Reaction
Authors:	張勝豪;Chang,Sheng-Hao
Contributors:	化學學系
Keywords:	有機金屬;銅金屬催化;碳氮偶合;碳碳偶合;極性溶劑
Date:	2016-08-16
Issue Date:	2016-10-13 12:47:21 (UTC+8)
Publisher:	國立中央大學
Abstract:	本篇論文是探討極性溶劑對於碳－氮偶合反應的影響，由於進行碳－氮偶合反應的時候，發現到叔丁醇鹽在非極性溶劑中的溶解度不好，所以我們希望用極性溶劑來增加叔丁醇鹽的溶解度以達到勻相催化，因此我們選用了二甲基亞碸取代甲苯來進行碳－氮偶合反應，發現到雖然使用極性溶劑確實增加了叔丁醇鹽的溶解度，但發現其碳－氮偶合產物的產率與起始物的轉換率不相符。更進一步確認發現到有碳－碳偶合的產物。因此推論極性溶劑能夠使用來促進碳－碳偶合反應，而進行一系列反應，並結合文獻來推測極性溶劑在反應中扮演的角色。最後我們在將極性溶劑使用在碳－氮偶合反應，以證明極性溶劑對於碳－氮偶合反應的負面影響。;This thesis describes the influence of polar solvent using in the carbon-nitrogen coupling reaction. We found on MOtBu wouldn’t dissolve well in nonpolar solvent during processing carbon-nitrogen coupling reaction. Hence we want to use polar solvent to increase the solubility of MOtBu to achieve homogeneous catalysis. Thus, we carried out carbon-nitrogen coupling reaction with dimethyl sulfoxide instead of toluene. Although MOtBu dissolved well in polar solvent, the yield of carbon-nitrogen coupling product was not compare to the conversion yield of starting material. We also found the carbon-carbon coupling product, so we assumed that polar solvent can be used to promote carbon-carbon coupling reaction. We proceeded a series reaction to confirm our assumption and also combined some reference to conclude the role of polar solvent. Finally, we used polar solvent to carry out carbon-nitrogen coupling reaction to confirm the negative influence of using polar solvent in the reaction.
Appears in Collections:	[Graduate Institute of Chemistry] Electronic Thesis & Dissertation

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