乙二醇
聚苯乙烯
产量(工程)
催化作用
化学
醛
有机化学
高分子化学
聚合物
乙烯
材料科学
冶金
作者
Riccardo Porta,Francesca Coccia,Rita Annunziata,Alessandra Puglisi
出处
期刊:Chemcatchem
[Wiley]
日期:2015-04-27
卷期号:7 (9): 1490-1499
被引量:31
标识
DOI:10.1002/cctc.201500106
摘要
Abstract 9‐Amino‐9‐deoxy‐ epi ‐quinine, properly modified by suitable linkers, was anchored on highly cross‐linked polystyrene, poly(ethylene glycol), and silica. The resulting species were characterized by NMR spectroscopy and tested as supported organocatalysts in the reaction between isobutyric aldehyde and trans ‐β‐nitrostyrene. Polystyrene‐ and poly(ethylene glycol)‐supported catalysts outperformed their nonsupported counterpart affording the desired product in high yield and ee (>90 % ee ). Silica‐supported catalysts proved to be less efficient in terms of both chemical yield and enantioselectivity. Polystyrene‐ and poly(ethylene glycol)‐supported 9‐amino‐9‐deoxy‐ epi ‐quinine were then used in the same reaction with different substrates, leading to the desired products in high yield and ee , as well as in three other reactions operating with different mechanism. An investigation of the recyclability of the polystyrene‐ and poly(ethylene glycol)‐supported systems showed that these could be recovered and recycled with no loss of stereochemical activity but with a marked erosion of chemical efficiency occurring at the fifth reaction cycle. This was ascribed to chemical degradation of the alkaloid occurring during the reaction.
科研通智能强力驱动
Strongly Powered by AbleSci AI