铜卡宾化合物在苯乙烯碳硼化反应中催化性能的研究

The Synthesis of a Copper Carbene Complex and Its Catalytic Performance in the Arylboration Reaction of Styrene

目的:本实验主要设计合成了一个铜卡宾化合物以及研究其在碳硼化反应中的催化性能。方法:本文设计合成了一个结构新颖的铜卡宾化合物,并使用其作为催化剂进行以苯乙烯、联硼酸频哪醇酯和卤代芳烃为原料的一锅三组分的芳基化-硼化反应。同时,通过各种条件参数的筛选,进行反应条件的优化,以期提高反应的产率。结果:本文采用气相色谱验证反应活性的方法,筛选出了最优催化剂、碱性添加剂,并且证明了以合成的铜卡宾化合物为催化剂,一锅三组分的芳基化-硼化反应确实有进行,并且分离出了主要产物。结论:毒性较小,价格低廉的铜卡宾催化剂可独自完成苯乙烯、联硼酸频哪醇酯和卤代芳烃的一锅三组分的催化反应,这为1,1-二芳基乙烷硼化物的合成开发出一条更加简单实用、经济高效的路线。

Objective:In this study,we mainly focused on the design and synthesis of a copper carbene complex and tested its catalytic potential in the arylboration reaction of styrene.Methods:In this paper,a novel copper carbene catalyst was synthesized and characterized.This well-defined cooper complex was found to be excellent precatalyst for the one-pot three-component reaction of styrene,bis(pinacolato)diboron and aryl halides.We also tried to optimize the reaction conditions by tunning various parameters in order to improve the yields of the reaction.Results:In this paper,the method of gas chromatography was employed to verify the reactivity and helped to screen out the optimal catalyst and base.The preliminary evidence demonstrates that the arylboration reaction of three components was successfully carried out with copper carbene compound as the precatalyst.The main product of the reaction was isolated in high yield.Conclusion:With less toxicity and low price,the copper carbene precatalyst can achieve the one-pot three-component reaction of styrene,bis(pinacolato)diboron and aryl halides alone,which can be regarded as a more economical and efficient route for the synthesis of 1,1-diaryl ethane borides.