[Cp*RhIII]/Ionic Liquid as a Highly Efficient and Recyclable Catalytic Medium for C-H Amidation was written by Ma, Qiang;Yu, Xinling;Lai, Ruizhi;Lv, Songyang;Dai, Weiyang;Zhang, Chen;Wang, Xiaolong;Wang, Qiantao;Wu, Yong. And the article was included in ChemSusChem in 2018.SDS of cas: 4373-61-9 This article mentions the following:
The first general procedure for direct C-H amidation under ambient reaction conditions with [Cp*RhIII]/[BMIM]BF4 as a highly efficient and sustainable catalyst system was developed. Various kinds of DG-containing substrates, including synthetically useful N-containing heterocycles, amides, ketoximes, and N-oxides were selectively amidated with high regio- and stereoselectivity and excellent functional-group compatibility. This strategy allowed direct amidation of both C(sp2)-H and inert C(sp3)-H bonds to yield monoamidation products, e.g., I and quinolines II [R = H, 5-Me, 5-NO2, etc.] without addnl. heating and in shorter reaction times than in organic solvents. A range of quinolone precursors could be easily synthesized by this method. Most importantly, this system is very easy to handle and could be recycled and reused for at least four runs without showing significant loss of activity. This facile and environmental friendly protocol could be increase the applicability of ionic liquids in C-H bond activation. In the experiment, the researchers used many compounds, for example, 2-(m-Tolyl)pyridine (cas: 4373-61-9SDS of cas: 4373-61-9).
2-(m-Tolyl)pyridine (cas: 4373-61-9) belongs to pyridine derivatives. Pyridine has a dipole moment and a weaker resonant stabilization than benzene (resonance energy 117 kJ闁荤姾娅ｅΛ纭俵闂? in pyridine vs. 150 kJ闁荤姾娅ｅΛ纭俵闂? in benzene). One of the examples of pyridines is the well-known alkaloid lithoprimidine, which is an A3 adenosine receptor antagonist and N,N-dimethylaminopyridine (DMAP) analog, commonly used in organic synthesis.SDS of cas: 4373-61-9