Reusable Cationic Copper System and Palladium System Catalyzed Aryl halides in Water under Air

• Main Authors: Tzu-Min Wu, 吳自民
• Other Authors: 蔡福裕
• Format: Others
• Language: zh-TW
• Published: 2010
• Online Access: http://ndltd.ncl.edu.tw/handle/6kv4yg

碩士 === 國立臺北科技大學 === 有機高分子研究所 === 98 === The copper-catalyzed and the palladium-catalyzed homocoupling reactions for the synthesis of buta-1,3-diynes and biaryl are most important methods in modern organic synthesis.To date, most reactions were carried out in organic solvents and under inert atmosphere. The use of water as a solvent is an environmentally friendly, inflammable, and inexpensive solvent,which is excellent from the viewpoint of green chemistry. There are several advantages when water replaces of the organic solvent as a reaction medium, such as easy product isolation, nonflammability, low toxicity, and protection of public health and the living environment. The Ullmann coupling reaction was use Sodium L-ascorbate to reduct the matel Pd in water, this case the Pd catalyze around 1~10 mol%, to compare other paper is different, and the reaction product was purification by column and the isolated yield is good. The homocoupling of terminal alkynes in water as a solvent. For aromatic terminal alkynes, the reaction was used I2 and some case need use TBAB to improve the reaction. In the presence of 5 mol% copper catalyst , a variety of terminal alkynes were coupled in good to excellent yields. The water-soluble catalytic system was separated from the organic products by extraction and the residual aqueous solution showed activity for reuse for several cycles.