Versatile routes for synthesis of diarylamines through acceptorless dehydrogenative aromatization catalysis over supported gold–palladium bimetallic nanoparticles

Abstract

In the presence of Au–Pd/TiO2, various kinds of symmetrically and unsymmetrically substituted diarylamines could effectively be synthesized starting from various combinations of substrates.

Ni-Catalyzed reductive amination of phenols with ammonia or amines into cyclohexylamines

“…Besides this, two primary amine reactants could generate a secondary amine and ammonia. 25,60,61 The released ammonia could, in turn, yield the primary cyclohexylamine by reductive amination with cyclohexanone. Therefore, a small excess of 1.4 equivalents of the amine reactant with respect to phenol was used in each reaction.…”

Experimental protocol for the study of One-pot amination of Cyclohexanone-to-secondary amines over Carbon-supported Pd

“…In this sense, the sustainable transformation of lignocellulose-based substrates (e.g., aldehydes, ketones, phenols, alkenes and alkynes) into amines have been reported as a promising way to replace oil from its actual applications [6] , [7] , [8] , [9] . Among them, the heterogeneously catalyzed reductive amination of ketones has drawn great attention as a method for the synthesis of primary or higher-order amines [10 , 11] . This paper describes a protocol based on our research on Liquid phase amination of Cyclohexanone-to-Secondary amines over Carbon-supported Pd catalysts.…”

Elucidating the Role of Rh/C on the Pathways and Kinetics of Ketone‐to‐Secondary Amines Reaction

“…Moreover, they demonstrated that the variation in temperature, concentration of NH 3 , and H 2 availability were significant in controlling the reaction toward the desired product. Their results suggest that the reaction proceeds according to the general steps described by Taniguchi et al [17] . and Koizumi et al., [18] in which the product distribution is affected by the hydrogenation of the imine to form cyclohexylamine or its dehydrogenation to form aniline.…”

“…The ketone condenses with the amine to produce an imine intermediate ( 3 ), which is subsequently converted into the desired amine ( 4 ) via hydrogenation or dehydrogenation (Scheme 1). [17,18] This process usually implies the formation of side products (tertiary amines, alcohols, etc.) and thus, catalytic materials must be used to control the selectivity toward the desired product [15,19–21] …”