Iridium(III)-Catalyzed Direct Arylation of C-H Bonds with Diaryliodonium Salts was written by Gao, Pan;Guo, Wei;Xue, Jingjing;Zhao, Yue;Yuan, Yu;Xia, Yuanzhi;Shi, Zhuangzhi. And the article was included in Journal of the American Chemical Society in 2015.Formula: C8H11N This article mentions the following:
By developing a new Ir(III)-catalyzed C-C cross-coupling, a versatile method for direct arylation of sp2 and sp3 C-H bonds in ketoximes, nitrogen-containing heterocycles, various arenes, and olefins has been established. The key to this arylation depends on the appropriate choice of catalyst and the use of diaryliodonium triflate salts as the coupling partners. This transformation has good functional group compatibility and can serve as a powerful synthetic tool for late-stage C-H arylation of complex compounds Mechanistic studies by d. functional theory calculations suggested that the sp3 C-H activation was realized by a triflate-involved concerted metalation-deprotonation process, and the following oxidation of Ir(III) to Ir(V) is the most favorable when a bistriflimide is contained in the diaryliodonium salt. Calculations indicated that both steps are enabled by initial anion exchange between the reactant complexes. In the experiment, the researchers used many compounds, for example, 2-Isopropylpyridine (cas: 644-98-4Formula: C8H11N).
2-Isopropylpyridine (cas: 644-98-4) belongs to pyridine derivatives. Pyridine has a conjugated system of six π electrons that are delocalized over the ring. The molecule is planar and, thus, follows the Hückel criteria for aromatic systems. Pyridine, its benzo and pyridine-based compounds play diverse roles in organic chemistry. Pyridine-based materials are valued for their optical and physical properties as well as their medical potential. Formula: C8H11N