16664-55-4Relevant academic research and scientific papers
Molecular Coordination-Switch in a New Role: Controlling Highly Selective Catalytic Hydrogenation with Switchability Function
Semwal, Shrivats,Choudhury, Joyanta
, p. 2424 - 2428 (2016)
A molecular coordination-switch controlled by acid-base input has been developed and utilized in switchable catalysis. The molecular switch consists of a hybrid pyridylidene-benzimidazole ligand bound to an IrIIICp? moiety wherein the benzimidazole functionality has been utilized for acid/base controlled reversible coordination, switching between an IrIII-benzimidazole species (form I; neutral imino-type N-coordination) and an IrIII-benzimidazolate species (form II; anionic amido-type N-Ir bonding). Owing to the distinctly different nature of the metal-ligand bonding, it has been demonstrated that while the form I is almost inactive (TOF 1 h-1) in catalytic hydrogenation of imine under ambient pressure and temperature, the form II is greater than an order of magnitude more efficient (TOF 15.8 h-1) in the same catalysis. Moreover, the catalysis could be switched OFF and ON efficiently for several cycles with the addition of acid and base, respectively. Spectroscopic studies and kinetics have been performed to understand the switching activity.
Synthesis of secondary amines by reductive amination of aldehydes with nitroarenes over supported copper catalysts in a flow reactor
Nuzhdin, Alexey L.,Artiukha, Ekaterina A.,Bukhtiyarova, Galina A.,Derevyannikova, Elizaveta A.,Bukhtiyarov, Valerii I.
, p. 108 - 113 (2017/09/15)
Supported copper catalysts were investigated for the one-pot reductive amination of aldehydes with nitroarenes in a continuous flow reactor. This process is considered advantageous compared to current traditional methods, which present several drawbacks, such as toxicity of reducing or alkylation agent, lack of monoalkylation selectivity and large amounts of waste produced. Various secondary amines were synthesized in good to excellent yields in the reactions of aliphatic aldehydes with nitroarenes using molecular hydrogen as a reducing agent. It was found that the yield of secondary amine depends on the rate of formation of intermediate imine.
Reductive monoalkylation of aromatic and aliphatic nitro compounds and the corresponding amines with nitriles
Nacario, Ruel,Kotakonda, Shailaja,Fouchard, David M. D.,Tillekeratne, L. M. Viranga,Hudson, Richard A.
, p. 471 - 474 (2007/10/03)
(Chemical Equation Presented) A simple, selective, rapid, and efficient procedure for the synthesis of secondary amines from the reductive alkylation of either aliphatic or aromatic nitro compounds and the corresponding amines is reported. Ammonium formate is used as the hydrogen source and Pd/C as the hydrogen transfer catalyst. The reaction is carried out at room temperature. The rate differences for the preferential formation of secondary over tertiary products are due to both steric and electronic factors.
