(a)Fluorinated ponytailed pyridine (long-chain) special saccharin salt as the recyclable catalyst for Phospha-Michael additions(b)Special saccharin salt as the recyclable catalyst for Phospha-Michael additions

• Main Authors: Jing-Hung Zheng, 鄭景鴻
• Other Authors: Norman Lu
• Format: Others
• Language: zh-TW
• Published: 2018
• Online Access: http://ndltd.ncl.edu.tw/handle/m3nvk8

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 === (a) There is the lone pair in pyridine, and it can be a base catalyst. However, it is toxic. So, we must find a way to separate it from the product of the reaction. Our group invent [4-(ethoxymethyl)pyridine-Rf Rf = C11F23] (4-23F-PY). It can also be a base catalyst and be recycled. Phospha-Michael addition of diisopropyl phosphite to α, β-unsaturated malonates in the presence of the catalyst showed very good reactivity without loss of activity. Significant activity of recovered catalyst up to eight cycles and the easy separation of the product revealed merits of them considered in Phospha-Michael addition reactions. (b) The group,-N(CH3)2 in 4,4-dimethyaminopyridine is a good electron donated group, and it can be a better base catalyst than pyridine. However, it is difficult to separate the catalyst when a reaction is ended. So, the catalyst can not be used widely. Our group find a way to synthesize a salt(adduct) made of DMAP and saccharin. reaction. Low polar solvent can’t dissolve salts, and then we can use low polar solvent to separate the catalyst from the product. To make sure the salt(adduct) made of DMAP and saccharin can be a recycled and reusable catalyst, we move it to the Phospha-Michael addition.