A meta-selective C-H borylation directed by a secondary interaction between ligand and substrate was written by Kuninobu, Yoichiro;Ida, Haruka;Nishi, Mitsumi;Kanai, Motomu. And the article was included in Nature Chemistry in 2015.Safety of 3-Cyanobenzoyl chloride This article mentions the following:
Regioselective C-H bond transformations are potentially the most efficient method for the synthesis of organic mols. However, the presence of many C-H bonds in organic mols. and the high activation barrier for these reactions make these transformations difficult. Directing groups in the reaction substrate are often used to control regioselectivity, which has been especially successful for the ortho-selective functionalization of aromatic substrates. Here, authors describe an iridium-catalyzed meta-selective C-H borylation of aromatic compounds using a newly designed catalytic system. The bipyridine-derived ligand that binds iridium contains a pendant urea moiety. A secondary interaction between this urea and a hydrogen-bond acceptor in the substrate places the iridium in close proximity to the meta-C-H bond and thus controls the regioselectivity. 1H NMR studies and control experiments support the participation of hydrogen bonds in inducing regioselectivity. Reversible direction of the catalyst through hydrogen bonds is a versatile concept for regioselective C-H transformations. In the experiment, the researchers used many compounds, for example, 3-Cyanobenzoyl chloride (cas: 1711-11-1Safety of 3-Cyanobenzoyl chloride).
3-Cyanobenzoyl chloride (cas: 1711-11-1) belongs to organic chlorides. Organic chlorides can be used in production of: PVC, pesticides, chloromethane, teflon, insulators. Aryl chlorides may be prepared by the Friedel-Crafts halogenation, using chlorine and a Lewis acid catalyst.Safety of 3-Cyanobenzoyl chloride
Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics