58606-65-8Relevant articles and documents
Highly chemoselective synthesis of imine over Co/Zn bimetallic MOFs derived Co3ZnC-ZnO embed in carbon nanosheet catalyst
Li, Guangming,Li, Jingfang,Li, Weizuo,Li, Xuewei,Mao, Guijie,She, Wei,Wang, Jing
, p. 17 - 26 (2021/07/28)
One-pot direct synthesis of imines via reductive amination of nitroarenes with aromatic aldehydes remains a great challenge due in part to its over-hydrogenation of imines to secondary amines. Herein, a novel Co3ZnC and ZnO supported on N-doped carbon nanosheet catalyst with the thickness of ca. 5.0 nm was fabricated through the direct pyrolysis of a Co/Zn bimetallic MOFs at 500 °C (named as Co3ZnC-ZnO/NC-500). Surprisingly, the developed Co3ZnC-ZnO/NC-500 catalyst delivers 99.9 % conversion of nitrobenzene and 98.5 % selectivity to N-benzylideneaniline in one-pot reductive amination of nitrobenzene with benzaldehyde. Various characterizations (including as SEM, XRD, TEM, AFM, XPS, Raman and N2 adsorption–desorption) have revealed that the generated small size of Co3ZnC alloy, abundant structural defects, larger specific surface area (105.5 m2·g?1) as well as more basic sites are responsible for the outstanding catalytic activity of Co3ZnC-ZnO/NC-500 catalyst for tandem reaction. Moreover, the Co3ZnC-ZnO/NC-500 catalyst exhibits high stability during the recycling experiments without the loss of its catalytic activity. Notably, the results of contrast experiments have demonstrated that the intentional introduction of ZnO in Co3ZnC-ZnO/NC-500 catalyst plays a key role in the selectivity to N-benzylideneaniline in the tandem reaction. This study provides a new guideline for designing tandem catalysts with high selectivity.
Arene diruthenium(II)-mediated synthesis of imines from alcohols and amines under aerobic condition
Tamilthendral, Veerappan,Ramesh, Rengan,Malecki, Jan Grzegorz
, (2020/12/15)
The utility and selectivity of the newly synthesized dinuclear arene Ru(II) complex were demonstrated towards the synthesis of imines from coupling of alcohols and amines in the aerobic condition. Analytical and various spectral methods have been used to establish the unprecedented formation of the new thiolato-bridged dinuclear ruthenium complex. The molecular structure of the titled complex was evidenced with aid of X-ray crystallographic technique. A wide range of imines were obtained in good-to-excellent yields up to 98% and water as the by-product through an acceptorless dehydrogenative coupling of alcohols with amines. The catalytic reaction operated a concise atom economical without any oxidant with 1 mol% of the catalyst load. Further, the role of base, solvent and catalyst loading of the coupling reaction has been investigated. A plausible mechanism has been described and was found to proceed via the formation of an aldehyde intermediate. Short synthesis of antibacterial drug N-(salicylidene)-2-hydroxyaniline illustrated the utility of the present protocol.
Manganese catalyzed reductive amination of aldehydes using hydrogen as a reductant
Wei, Duo,Bruneau-Voisine, Antoine,Valyaev, Dmitry A.,Lugan, No?l,Sortais, Jean-Baptiste
supporting information, p. 4302 - 4305 (2018/05/03)
A one-pot two-step procedure was developed for the alkylation of amines via reductive amination of aldehydes using molecular dihydrogen as a reductant in the presence of a manganese pyridinyl-phosphine complex as a pre-catalyst. After the initial condensation step, the reduction of imines formed in situ is performed under mild conditions (50-100 °C) with 2 mol% of catalyst and 5 mol% of tBuOK under 50 bar of hydrogen. Excellent yields (>90%) were obtained for a large combination of aldehydes and amines (40 examples), including aliphatic aldehydes and amino-alcohols.
