Ru-Catalyzed Meta-C-H Benzylation of Arenes with Toluene Derivatives was written by Li, Bo;Fang, Sheng-Long;Huang, Dan-Ying;Shi, Bing-Feng. And the article was included in Organic Letters in 2017.Electric Literature of C12H11N This article mentions the following:
2-Arylpyridines such as 2-phenylpyridine, 2-arylpyrimidines, and N-phenylpyrazole underwent regioselective meta-benzylation with toluene, ethylbenzene, o-xylene, m-xylene, 2-chlorotoluene, and 3-chlorotoluene in the presence of [RuCl2(p-cymene)]2 and 4-chlorobenzaldehyde using perfluoropropyl iodide as an oxidant and radical initiator to yield diarylmethanes such as I (Ar = Ph, 2-MeC6H4, 2-ClC6H4, 3-MeC6H4, 3-ClC6H4; R = H, Me) and a diarylethane in 35-74% yields (in some cases as 1.5:1-4:1 mixtures with di-meta-benzylated byproducts). The mechanism of the reaction was studied with radical inhibitor, isotope labeling, and kinetic isotope effect studies. The structure of a (chlorobenzyl)methoxyphenylpyrimidine was determined by X-ray crystallog. In the experiment, the researchers used many compounds, for example, 2-(m-Tolyl)pyridine (cas: 4373-61-9Electric Literature of C12H11N).
2-(m-Tolyl)pyridine (cas: 4373-61-9) belongs to pyridine derivatives. In contrast to benzene, Pyridine’s electron density is not evenly distributed over the ring, reflecting the negative inductive effect of the nitrogen atom. Pyridine groups exist in countless molecules, and their applications include catalysis, drug design, molecular recognition, and natural product synthesis.Electric Literature of C12H11N