N-Alkylation of Amines with Alcohols Catalyzed by a Water-Soluble Cp*Iridium Complex: An Efficient Method for the Synthesis of Amines in Aqueous Media was written by Kawahara, Ryoko;Fujita, Ken-ichi;Yamaguchi, Ryohei. And the article was included in Advanced Synthesis & Catalysis in 2011.Product Details of 10282-32-3 This article mentions the following:
An efficient and environmentally benign catalytic system for the synthesis of various organic amines catalyzed by the water-soluble and air-stable (pentamethylcyclopentadienyl)-iridium-ammine iodide complex, [Cp*Ir(NH3)3][I–]2, has been developed. A wide variety of secondary and tertiary amines were synthesized by the N-alkylation reactions of theor. equivalent of amines with alcs. in water under air without a base. The synthesis of cyclic amines was also achieved by the N-alkylation of benzylamine with diols. Furthermore, recycling of the present water-soluble Cp*Ir catalyst was accomplished. In the experiment, the researchers used many compounds, for example, 4-(Benzylamino)benzonitrile (cas: 10282-32-3Product Details of 10282-32-3).
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. Alkyl nitriles are sufficiently acidic to undergo deprotonation of the C-H bond adjacent to the CN group.Strong bases are required, such as lithium diisopropylamide and butyl lithium. The product is referred to as a nitrile anion. Product Details of 10282-32-3
Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts