Palladium-catalyzed mono- and double Mizoroki-Heck reaction of aryl halides with vinyl phosphonates in water

• Main Authors: Han-Sheng Lee, 李翰昇
• Other Authors: Fu-Yu Tsai
• Format: Others
• Language: zh-TW
• Published: 2018
• Online Access: http://ndltd.ncl.edu.tw/handle/tmajqr

碩士 === 國立臺北科技大學 === 分子科學與工程系有機高分子碩士班 === 106 === The Mizoroki-Heck reaction is one of the most powerful and effective methods to construct a C-C bond. Generally, harmful organic solvents were employed as the reaction medium. In this thesis, we use water as the reaction solvent instead of the conventional harmful organic solvents for the Mizoroki-Heck reaction of aryl halides with diisopropyl vinylphosphonates under low catalytic loading. We use trans-dichlorodiammine palladium as the catalyst, diisopropylamine as the base, and water as the reaction medium to obtain the Mizoroki-Heck products in high yield. In addition, the reaction can be conducted under air and the addition of auxiliary ligand is not required. When diisopropyl vinylphosphonate was employed as the limiting reagent, double Mizoroki-Heck products can be obtained high yields.