| 邢俊德,李杰,史一博.化学通报,2022,85(1):86-91. |
| 选择性合成(1,3-二苯基-2-亚丁烯基)二苯甲胺席夫碱及其光催化选择性双键转移的研究 |
| Selective Synthesis of Benzyldryl-(1,3-Diphenyl-But-2-enylidene)-Amine Schiff Base and Its Photocatalytic Selective Double Bond Transfer |
| 投稿时间：2021-04-10 修订日期：2021-07-09 |
| DOI： |
| 中文关键词: 二苯甲胺 苯乙酮 席夫碱 光催化 双键转移 |
| 英文关键词:Benzhydrylamine,Acetophenone, Schiff base,Photocatalysis,Double bond transfer |
| 基金项目: |
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| 摘要点击次数: 589 |
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| 中文摘要: |
| 席夫碱是一类具有多功能结构的化合物。本文使用二苯甲胺和苯乙酮为原料合成了(1,3-二苯基-2-亚丁烯基)二苯甲胺席夫碱，并进行了光催化选择性双键转移的研究。实验结果表明，当苯乙酮与二苯甲胺配料比为3:1，先在135℃反应4h，然后升温到165℃继续反应3h，可选择性合成(1,3-二苯基-2-亚丁烯基)二苯甲胺席夫碱。该席夫碱在汞灯照射下选择性地使C=N双键发生转移。使用金属卟啉类手性催化剂催化C=N双键转移可得到手性（1,3-二苯基-丁-2-烯基）二苯亚甲胺，其中二价锡卟啉手性催化剂的效果最佳，产物收率和ee值分别为98%和91.49%。利用光能在室温下选择性C=N双键转移，具有反应条件温和、手性纯度高、操作简便等特点。 |
| 英文摘要: |
| Schiff base is a kind of compound with multifunctional structure. In this paper,benzyldryl- (1,3-diphenyl-but-2-enylidene)-amine Schiff base is synthesized from benzoylamine and acetophenone, and the photocatalytic selective double bond transferis studied. The experimental results show that when the ratio of acetophenone to benzhydrylamine is 3:1, first react at 135 ℃ for 4 h, and then heat up to 165 ℃ to continue the reaction for 3 h, (1,3-diphenylmethyl) -2-Butenylene) benzhydrylamine Schiff base can be synthesized. Under mercury lamp irradiation, only the C=N double bond in the Schiff base is transferred. Chiral diphenylmethylene-(1,3-diphenyl-butan-2-enyl)-amine can be obtained by using metal porphyrin chiral catalysts for C=N double bond transfer. Among them, the effect of Sn2+ porphyrin is the best. The yield and ee value of the product are 98% and 91.49% ,respectively. The use of light energy to selectively transfer C=N double bonds at room temperature has the characteristics of mild reaction conditions, high chiral purity, and simple operation. |
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