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以铁有机框架作为高效多相催化剂实现香豆素与Csp-H键的交叉脱氢偶联反应。

Cross-dehydrogenative coupling of coumarins with Csp-H bonds using an iron-organic framework as a productive heterogeneous catalyst.

作者信息

Doan Son H, Nguyen Vu H H, Nguyen Thuong H, Pham Phuc H, Nguyen Ngoc N, Phan Anh N Q, Tu Thach N, Phan Nam T S

机构信息

Faculty of Chemical Engineering, HCMC University of Technology, VNU-HCM 268 Ly Thuong Kiet, District 10 Ho Chi Minh City Viet Nam

Center for Innovative Materials and Architectures, VNU-HCM Quarter 6, Linh Trung Ward, Thu Duc District Ho Chi Minh City Viet Nam

出版信息

RSC Adv. 2018 Mar 19;8(20):10736-10745. doi: 10.1039/c8ra00872h. eCollection 2018 Mar 16.

Abstract

The iron-organic framework VNU-20 was utilized as an active heterogeneous catalyst for the cross-dehydrogenative coupling of coumarins with Csp-H bonds in alkylbenzenes, cyclohexanes, ethers, and formamides. The combination of DTBP as the oxidant and DABCO as the additive led to high yields of coumarin derivatives. The VNU-20 was more active towards this reaction than numerous other homogeneous and heterogeneous catalysts. Heterogeneous catalysis was confirmed for the cross-dehydrogenative coupling transformation utilizing the VNU-20 catalyst, and the contribution of active iron species in the liquid phase was insignificant. The iron-based framework was reutilized many times for the functionalization of coumarins without a remarkable decline in catalytic efficiency. To the best of our knowledge, these reactions of coumarins have not previously been conducted using heterogeneous catalysts.

摘要

铁有机框架VNU - 20被用作一种活性多相催化剂,用于香豆素与烷基苯、环己烷、醚和甲酰胺中Csp - H键的交叉脱氢偶联反应。以二叔丁基过氧化物(DTBP)作为氧化剂和1,4 - 二氮杂双环[2.2.2]辛烷(DABCO)作为添加剂,可得到高产率的香豆素衍生物。VNU - 20对该反应的活性比许多其他均相和多相催化剂都更高。利用VNU - 20催化剂对交叉脱氢偶联转化反应进行了多相催化确认,并且液相中活性铁物种的贡献微不足道。这种铁基框架被多次重复用于香豆素的官能化反应,催化效率没有显著下降。据我们所知,这些香豆素反应以前尚未使用多相催化剂进行过。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7935/9078982/e51bb7de3437/c8ra00872h-s1.jpg

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