Iron-Catalyzed Oxidative Amination of Benzylic C(sp3)-H Bonds with Anilines was written by Song, Yan-Ling;Li, Bei;Xie, Zhen-Biao;Wang, Dan;Sun, Hong-Mei. And the article was included in Journal of Organic Chemistry in 2021.Safety of 4-(Benzylamino)benzonitrile This article mentions the following:
Iron-catalyzed oxidative amination of benzylic C(sp3)-H bonds with anilines bearing electron-withdrawing groups (EWGs) or electron-donating groups (EDGs) has been realized based on simple variations of N-substituents on imidazolium cations in novel ionic Fe(III) complexes. The structural modification of the imidazolium cation resulted in regulation of the redox potential and the catalytic performance of the iron metal center. Using DTBP as oxidant, [HItBu][FeBr4] (1,3-di-tert-butylimidazolium iron tetrabromide) showed the highest catalytic activity for anilines bearing EWGs, while [HIPym][FeBr4] (1,3-bis(pyrimidin-2-yl)imidazolium iron tetrabromide) was more efficient for EDG-substituted anilines. This work provides an alternative access to benzylamines, e.g., RN(R1)CH2Ph [R = 4-O2NC6H4, 2-pyrimidinyl, 8-isoquinolinyl, etc., R1 = H, Me,], with advantages of both a wide substrate scope and iron catalysis. In the experiment, the researchers used many compounds, for example, 4-(Benzylamino)benzonitrile (cas: 10282-32-3Safety of 4-(Benzylamino)benzonitrile).
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. Asymmetric bioreduction of nitriles is an attractive route to produce optically active nitriles as current metal-catalyzed hydrogenations tend to have low reactivity.Safety of 4-(Benzylamino)benzonitrile
Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts