Heterogeneous Catalysis by Covalent Organic Frameworks (COF): Pd(OAc)2@COF-300 in Cross-Coupling Reactions

Heterogeneous Catalysis by Covalent Organic Frameworks (COF): Pd(OAc)2@COF-300 in Cross-Coupling Reactions
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DOI:
10.1002/cctc.201500926
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发表时间:
2016-02-18
期刊:
影响因子:
4.5
通讯作者:
Esteves, Pierre M.
Esteves, Pierre M.
中科院分区:
化学3区
文献类型:
--
作者:
Goncalves, Raoni S. B.;de Oliveira, Alline B. V.;Esteves, Pierre M.

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COF-300是一种亚胺连接的、结晶的和微孔的共价有机骨架,通过将Pd(OAc)(2)配位到其壁上进行改性,得到杂化材料Pd(OAc)(2)@COF-300,其用作交叉偶联反应的有效多相催化剂。该材料在低钯负载量(0.1mol%Pd)下对无膦Suzuki-Miyaura、Heck和Sonogashira交叉偶联反应表现出优异的催化活性。反应后催化剂的X射线光电子能谱分析显示Pd-II转化为Pd-0,其被捕获在COF纳米孔内。这是通过高分辨率透射电子显微镜证实。此外,在连续流动条件下使用Pd(0Ac)(2)@COF-300进行Suzuki-Miyaura交叉偶联反应获得了有希望的结果。
COF-300, an imine-linked, crystalline, and microporous covalent organic framework, modified by coordination of Pd(OAc)(2) to its walls, afforded a hybrid material, Pd(OAc)(2)@COF-300, which was used as an efficient heterogeneous catalyst for cross-coupling reactions. This material showed excellent catalytic activity for the phosphine-free Suzuki-Miyaura, Heck, and Sonogashira cross-coupling reactions with low palladium loadings (0.1mol% Pd). X-ray photoelectron spectroscopy analysis of the catalyst after the reaction showed that Pd-II is converted to Pd-0, which is trapped within the COFs nanopores. This was confirmed by high-resolution transmission electron microscopy. Moreover, promising results were obtained using Pd(OAc)(2)@COF-300 under continuous-flow conditions for a Suzuki-Miyaura cross-coupling reaction.