The Selective C-H bond Functionalization of Benzimidazole Based on Nickel-Aluminum Catalysis

• Main Authors: Ying-Chieh Lai, 賴映潔
• Other Authors: Tiow-Gan Ong
• Format: Others
• Language: zh-TW
• Published: 2013
• Online Access: http://ndltd.ncl.edu.tw/handle/98179447913247142686

碩士 === 國立中正大學 === 化學暨生物化學研究所 === 101 === Benzimidazole derivatives are important pharmaceutical intermediate with excellent biological activities. In this thesis work, we developed C-H bond functionalization of benzimidazoles with styrenes using amino NHC-nickel complexes as catalyst . As a condition of reaction, we are able to obtain straight-chain derivatives of benzimidazole by adding Lewis acid. When the initiators are 1-methyl-1-H-benzimidazole and styrene, the experiment has a resulted of 100 percent linear selectivity with excellent yield. In the absence of Lewis acid, the product selectivity will be reverted to the branched isomer of benzimidazole derivatives. Few experiments are performed to understand the mechanism of this catalytic reaction. Steric pressure are accounted for linear selectivity of the C-H bond activation, which invoked by Lewis acid. This study will provide a great synthesis mode for industrial process of future pharmaceutical drugs, nature products and materials.