C-N Bond Formation Catalyzed by Ruthenium Nanoparticles Supported on N-Doped Carbon via Acceptorless Dehydrogenation to Secondary Amines, Imines, Benzimidazoles and Quinoxalines
C-N Bond Formation Catalyzed by Ruthenium Nanoparticles Supported on N-Doped Carbon via Acceptorless Dehydrogenation to Secondary Amines, Imines, Benzimidazoles and Quinoxalines
复制标题
N-掺杂碳负载的钌纳米粒子催化C-N键形成通过无受体脱氢生成仲胺、亚胺、苯并咪唑和喹喔啉
DOI：
10.1002/cctc.201801525
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发表时间：
2018-12-21
期刊：
影响因子：
4.5
通讯作者：
Lang, Jian-Ping
中科院分区：
文献类型：
--
作者：
Guo, Bin;Li, Hong-Xi;Lang, Jian-Ping
以负载于碳粉末(Vulcan XC72R)上的顺式Ru(Phen)(2)Cl2为载体，在800℃下热解制备了掺氮碳(Ru/N-C)负载的Ru纳米粒子(NPs)。Ru/N-C纳米粒子(Ru/N-C)选择性地催化了胺与醇的无受体脱氢偶联(ADC)反应或自转移氢(ATH)反应。这种选择性可以通过选择与碱相关的碱金属离子来控制。在类似的催化条件下，二胺与伯醇或二元醇的ADC交叉偶联反应以良好至优异的产率得到相应的苯并咪唑和喹恶啉。该催化体系表现出良好的活性、可回收性和对多种底物的广泛适用性。
Ruthenium nanoparticles (NPs) supported on N-doped carbon (Ru/N-C) were prepared by the pyrolysis of cis-Ru(phen)(2)Cl-2 loaded onto carbon powder (VULCAN XC72R) at 800 degrees C. Ru/N-C NPs (0.2 mol% Ru) selectively catalyzed either acceptorless dehydrogenation coupling (ADC) or auto-transfer-hydrogen (ATH) reactions of amines with alcohols to imines and secondary amines. Such selectivity could be controlled by the choice of alkali metal ion associated with the base. Under similar catalytic conditions, the ADC cross-coupling of diamines with primary alcohols or diols afforded the corresponding benzimidazoles and quinoxalines in good to excellent yields. This catalytic system displayed good activity, recyclability, and wide applicability to a diverse range of substrates.