In 2018,Angewandte Chemie, International Edition included an article by Xue, Fei; Hayashi, Tamio. Name: 2-(2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetonitrile. The article was titled 《Asymmetric Synthesis of Axially Chiral 2-Aminobiaryls by Rhodium-Catalyzed Benzannulation of 1-Arylalkynes with 2-(Cyanomethyl)phenylboronates》. The information in the text is summarized as follows:
In the presence of [RhCl(coe)]2 and nonracemic bicyclooctadienecarboxamide I, internal aryl alkynes such as 1-(1-propynyl)naphthalene with ortho-substituted aryl moieties underwent regioselective and enantioselective cyclization reactions with o-(pinacolboronato)phenylacetonitriles mediated by K3PO4 in aqueous 1,4-dioxane to yield nonracemic biarylamines such as binaphthylamine II with stereogenic axes in 72-97% ee (all but one compound formed in >90% ee). In the experiment, the researchers used many compounds, for example, 2-(2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetonitrile(cas: 325141-71-7Name: 2-(2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetonitrile)
2-(2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetonitrile(cas: 325141-71-7) belongs to nitriles. Nitriles are found in many useful compounds. Nitrile rubber is also widely used as automotive and other seals since it is resistant to fuels and oils. Name: 2-(2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetonitrile Industrially, the main methods for producing nitriles are ammoxidation and hydrocyanation. Both routes are green in the sense that they do not generate stoichiometric amounts of salts.
Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts