Cp*Co(III) and Cu(OAc)2 bimetallic catalysis for Buchwald-type C-N cross coupling of aryl chlorides and amines under base, inert gas & solvent-free conditions was written by Srivastava, Avinash K.;Sharma, Charu;Joshi, Raj K.. And the article was included in Green Chemistry in 2020.Formula: C14H12N2 This article mentions the following:
A strategy involving bimetallic catalysis with a combination of Cp*Co(CO)I2 and Cu(OAc)2 was used for performing Buchwald-type C-N coupling reactions of aryl chlorides RCl (R = Ph, pyridin-2-yl, 4-cyanophenyl, etc.) with amines R1NHR2 (R1 = H, Et; R2 = Pr, benzyl, 4-methoxyphenyl, etc.; R1R2 = -(CH2)4– and -(CH2)5-). The reactions proceeded at 100°C to produce excellent yields of many of the desired C-N coupled products R1N(R)R2, in 4 h, under aerobic reaction conditions. The reactions were shown to run under base-free and solvent-free conditions, enabling this strategy to work efficiently for electron-withdrawing and base-sensitive functionalities. The presented methodol. was found to be equally efficient for electron-donating functionalities as well as for primary (1°) and secondary (2°) aromatic and aliphatic amines. Moreover, the products were easily separated through the extractions of the organic aqueous layer, with this process chromatog. separations are not required. In the experiment, the researchers used many compounds, for example, 4-(Benzylamino)benzonitrile (cas: 10282-32-3Formula: C14H12N2).
4-(Benzylamino)benzonitrile (cas: 10282-32-3) belongs to nitriles. Nitrile carbon shifts are in the range of 115–125 ppm whereas in isonitriles the shifts are around 155–165 ppm. Some nitriles are manufactured by heating carboxylic acids with ammonia in the presence of catalysts. This process is used to make nitriles from natural fats and oils, the products being used as softening agents in synthetic rubbers, plastics, and textiles and for making amines.Formula: C14H12N2
Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts