以硝酸鈉與酸進行芳基烴之溴化反應與二芳基胺之生成

Please use this identifier to cite or link to this item: http://ir.lib.ncu.edu.tw/handle/987654321/92076

Title:	以硝酸鈉與酸進行芳基烴之溴化反應與二芳基胺之生成
Authors:	陳品嫻;Chen, Pin-Hsien
Contributors:	化學學系
Keywords:	硝酸鈉;醋酸;三氟乙酸;溴化反應;二芳基胺;一個電子的轉移;sodium nitrate;acetic acid;trifluoroacetic acid;bromination;diarylamine;one electron transfer
Date:	2023-08-16
Issue Date:	2024-09-19 14:49:14 (UTC+8)
Publisher:	國立中央大學
Abstract:	本篇以硝酸鈉 (sadium nitrate) 在酸性條件下對苯環進行氧化反應生成二芳基胺 (diarylamines) 或是芳基溴化物 (aryl bromides)，並研究其反應機制。硝酸鈉在酸性條件下會形成NO+ (nitrosonium ion)，藉由NO¬+ (nitrosonium ion)與苯環進行一個電子的轉移，進行有選擇性的苯環取代反應。此方法條件不僅溫和且試劑容易取得，利用此方法可以製備出20種芳基溴化物，最高產率可達100% ; 也可以製備出13種二芳基胺，最高產率可達70%。 ;In this thesis, I report the oxidative substitution reactions of arenes using sodium nitrate under acidic conditions to yield diarylamines or aryl bromides. A series of reactions were conducted to explore the reaction mechanism. NO+ (nitrosonium ion) could be formed under the acidic conditions, and the electron transfer from benzene ring to NO+ generated the benzene radical cation. The conditions of the method are simple and the reagents are easy to obtain. Twenty aryl bromides were prepared with a maximum yield of 100%, and thirteen diarylamines were synthesized with a maximum yield of nearly 70%.
Appears in Collections:	[Graduate Institute of Chemistry] Electronic Thesis & Dissertation

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