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介绍了氧化石墨烯作为一种高效且可回收的催化剂应用于2,5-己二酮与苯胺通过Paal-Knorr缩合反应合成N-取代吡咯。研究了反应时间、反应温度、溶剂、催化剂用量以及苯胺与2,5-己二酮的摩尔比对2,5-二甲基-N-苯基吡咯收率的影响。通过原位核磁技术在分子水平上跟踪了Paal-Knorr缩合的反应过程。结果表明在25℃下通过氧化石墨烯的催化作用反应6 h后吡咯的最大收率可达到90%。氧化石墨烯易回收,且经5次回收使用后还能表现出很好的循环使用性和高催化性能。
The graphene oxide was introduced as an efficient and recyclable catalyst for the synthesis of N-substituted pyrroles by the Paal-Knorr condensation of 2,5-hexanedione with aniline. The effects of reaction time, reaction temperature, solvent, amount of catalyst and the molar ratio of aniline to 2,5-hexanedione on the yield of 2,5-dimethyl-N-phenylpyrrole were investigated. The reaction of Paal-Knorr condensation was followed at the molecular level by in situ NMR. The results show that the maximum yield of pyrrole can reach 90% after the reaction of graphene oxide at 25 ℃ for 6 h. Graphene oxide is easy to recycle, and after 5 times of recovery, it can also show good recyclability and high catalytic performance.