1521-95-5Relevant academic research and scientific papers
One–pot green catalytic synthesis of primary amides in aqueous medium by CuII–immobilized silica–based magnetic retrievable nanocatalyst
Rezaei, Manuchehr,Amani, Kamal,Darvishi, Kamran
, p. 38 - 42 (2017)
In order to develop a new nanocatalyst, a copper–birhodanine derivative complex crafted onto Fe3O4@SiO2nanoparticle [abbreviated as Fe3O4@SiO2–Ligand–Cu(II)] was synthesized and their structure characterized by different physicochemical techniques such as FT–IR, FE–SEM, XRD, EDX, TGA, AGFM, and ICP. This new magnetic nanoparticle revealed high catalytic performance for one–pot green synthesis of primary amides from aldehydes and NH2OH·HCl in water as a green solvent. The effects of catalyst amounts, reaction temperature, various bases and type of solvent on catalytic activity were also investigated. The catalyst was retrieved eight times without significant loss of its catalytic activity.
Half-sandwich ruthenium(II) complexes containing biphenylamine based Schiff base ligands: Synthesis, structure and catalytic activity in amidation of various aldehydes
Nagalakshmi, Veerasamy,Nandhini, Raja,Brindha, Veerappan,Krishnamoorthy, Bellie Sundaram,Balasubramani, Kasthuri
, (2020/02/25)
New half-sandwich ruthenium (II) complexes [η6?p-cymene)Ru (L1-3)Cl] (1–3) containing biphenylamine based Schiff base ligands (HL1-3) have been synthesized and characterized by analytical and spectroscopic methods. Additionally, the solid state structure of 2 has been determined by single crystal X-ray diffraction study. The complex 2 serves as a catalyst for the amidation of various aldehydes to amides in good yield.
(η6-Benzene)Ru(II) half-sandwich complexes of pyrazolated chalcogenoethers for catalytic activation of aldehydes to amides transformation
Sharma, Kamal Nayan,Ali, Munsaf,Srivastava, Avinash Kumar,Joshi, Raj Kumar
, p. 69 - 77 (2018/11/10)
The reaction of [(η6-C6H6)RuCl(μ-Cl)]2 with chalcogenoether substituted 1H-pyrazole ligands (L1-L3) in methanol have yielded three novel Ru(II) half-sandwich complexes [(η6-C6H6)RuCl(L)]PF6 (1–3) in high yield under the ambient reaction conditions. The NMR, MS and FT-IR analytical techniques were used to identify their structures. The molecular structures of the complexes 2 and 3 were established with X-ray crystallographic analysis and revealed a pseudo-octahedral half sandwich piano-stool geometry around ruthenium in each complex. Complexes 1–3 are thermally robust and were found to be insensitive towards the air and moisture. All the complexes were found to be catalytically active and produced the excellent yields of amides (up to 95%) from corresponding aldehydes. In contrast to the previous reported catalytic systems for aldehyde to amide transformation, the present complexes 1–3 are very efficient and have several advantages in terms of low catalyst loading, reaction time, temperature and wide applicability for various substituted aldehydes. Owing to the stronger σ-donor coordination properties of selenium containing ligands, the complex 2 was found to be more efficient as compare to the sulphur and tellurium analogues.
Half-sandwich ruthenium(II)complexes containing O, N bidentate azo ligands: Synthesis, structure and their catalytic activity towards one-pot conversion of aldehydes to primary amides and transfer hydrogenation of ketones
Nandhini, Raja,Venkatachalam, Galmari
, p. 15 - 22 (2019/07/02)
The ruthenium(II)complexes of the general formula [Ru(η6?p?cymene)(Cl)(L1?5)](L = O, N-donors of biphenylazo derivatives), formed by reacting 2?(biphenylazo)phenol (HL1 ? HL4)and 1?(biphenylazo)naphthol ligands (HL5)with [{η6?p?cymene)RuCl}2(μ?Cl)2]have been synthesized. The compositions of the complexes have been established by IR, UV–Vis, 1H NMR spectral methods and X-ray crystallography. The synthesized complex could act as an efficient, reusable homogeneous catalyst for transformation of aldehydes to the corresponding primary amides in the presence of NH2OH·HCl, thus resulting an expansion of Beckmann rearrangement. The effect of solvent, base, temperature, time, catalyst loading and recyclability was also investigated. They also effectively catalyze the transfer hydrogenation reaction of various ketones with 2-propanol.
One-Pot Preparation of Aromatic Amides, 4-Arylthiazoles, and 4-Arylimidazoles from Arenes
Yamamoto, Takahiro,Togo, Hideo
, p. 4187 - 4196 (2018/08/21)
Simple treatment of arenes with α-bromoacetyl chloride and AlCl3, followed by the reaction with molecular iodine and aq. NH3, thioamides, or amidines gave the corresponding primary aromatic amides, 4-arylthiazoles, or 4-arylimidazoles in good yields, respectively. Aryl α-bromomethyl ketones are the key intermediates in those reactions. Primary aromatic amides were formed from arenes through the reaction of aryl α-bromomethyl ketones with molecular iodine and aq. NH3, and 4-arylthiazoles and 4-arylimidazoles were formed from arenes through the reactions of aryl α-bromomethyl ketones with thioamides and amidines, respectively, in one pot under transition-metal-free conditions.
Aminofluorene-Mediated Biomimetic Domino Amination-Oxygenation of Aldehydes to Amides
Ghosh, Santanu,Jana, Chandan K.
supporting information, p. 5788 - 5791 (2016/11/29)
A conceptually novel biomimetic strategy based on a domino amination-oxygenation reaction was developed for direct amidation of aldehydes under metal-free conditions employing molecular oxygen as the oxidant. 9-Aminofluorene derivatives acted as pyridoxamine-5′-phosphate equivalents for efficient, chemoselective, and operationally simple amine-transfer oxygenation reaction. Unprecedented RNH transfer involving secondary amine to produce secondary amides was achieved. In the presence of 18O2, 18O-amide was formed with excellent (95%) isotopic purity.
Cannizzaro-type disproportionation of aromatic aldehydes to amides and alcohols by using either a stoichiometric amount or a catalytic amount of lanthanide compounds
Zhang, Lijun,Wang, Shaowu,Zhou, Shuangliu,Yang, Gaosheng,Sheng, Enhong
, p. 3149 - 3153 (2007/10/03)
Aromatic aldehydes can be directly converted to the corresponding amides and alcohols in good to excellent yields by the treatment of aromatic aldehydes with lithium amide LiN(SiMe3)2 in the presence of catalytic lanthanide chlorides LnCIs or by the treatment of aromatic aldehydes with a stoichiometric amount of lanthanide amides [(Me3Si)2N]3Ln(μ-Cl) Li(THF)3 at ambient temperature. The effects of solvents, substitutents on the phenyl ring, and lanthanide metals on the reaction have been examined. The mechanism of the disproportionation reaction was proposed based on the experimental results.
