scholarly journals Ultrasmall Monodisperse NiO Nanocrystals as a Heterogeneous Catalyst for the A3-Coupling Reaction Toward Propargylamines

2021 ◽  
Vol 68 (3) ◽  
pp. 594-603
Author(s):  
Mohsen Moradian ◽  
Masoomeh Nazarabi
Keyword(s):  
Measurement Techniques ◽  
Coupling Reaction ◽  
13C Nmr Spectroscopy ◽  
Primary Amines ◽  
One Pot ◽  
X Ray ◽  
Solvent Free Conditions ◽  
Vis Spectroscopy ◽  
Nio Nanocrystals ◽  
A3 Coupling

Ultrasmall monodisperse NiO nanoparticles (7–9 nm) were synthesized through thermal decomposition of Ni-oleylamine complexes. Various measurement techniques involving Fourier-transform infrared spectroscopy (FT-IR), diffuse reflectance UV-Vis spectroscopy (DRS), X-ray diffractometer (XRD), energy dispersive X-ray analysis (EDX), scanning electron microscopy (SEM), dynamic light scattering technique (DLS), and vibrating sample magnetometer (VSM) were employed to characterize the synthesized catalyst. Propargylamine derivatives were synthesized with aldehydes, terminal alkynes and primary amines through a one-pot A3-coupling reaction by using a 3 mol% amount of the NiO nanocrystals at 80 °C under solvent-free conditions with good to excellent yields. The structures of the products were confirmed by 1H and 13C NMR spectroscopy. The catalyst presents many advantages including being environmentally friendly, easy to recover, reusable, stable, and applicable to a wide variety of substrates, as well as having cost-effective preparation.

scholarly journals Synthesis, Photophysical Properties and Catalytic Activity of Ƙ3-SCS Pincer Palladium (II) Complex of N,N'-Di-Tert-Butylbenzene-1,3-Dicarbothioamide Supported by DFT Analysis

2021 ◽  
Author(s):  
Debasish Das ◽  
S. Kannan ◽  
Mukesh Kumar ◽  
Biswajit Sadhu ◽  
Liladhar B. Kumbhare
Keyword(s):  
Catalytic Activity ◽  
Uv Light ◽  
Photophysical Properties ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
13C Nmr Spectroscopy ◽  
Coupling Reactions ◽  
X Ray ◽  
Cross Coupling Reactions ◽  
Vis Spectroscopy

The title complex [PdCl(L)] (1), is obtained from the reaction of SCS pincer ligand HL (where, HL = N,N'-di-tert-butylbenzene-1,3-dicarbothioamide) with lithium tetrachloropalladate (II) in methanol. The compound 1 is characterized by elemental analysis, FTIR, 1H, and 13C-NMR spectroscopy, UV-Vis spectroscopy, powder X-ray diffraction and X-ray crystallographic techniques. At room temperature, 1 emits luminescence light of wavelength 460 nm in the solid state upon excitation by UV light of wavelength 280 nm. The average emission lifetime indicates that, both the ligand and complex emission is fluorescence in nature and involves mainly ligand centers π-π* deexcitation. It also shows good catalytic activity towards Mizoroki-Heck and Suzuki-Miyaura cross-coupling reactions of aryl bromides with tert-butyl acrylate and p-tolylboronic acid respectively. For both type of reactions, more than 99% conversion of the substrates is found to occur for electronically activated p-nitro bromobenzene using 1 mol % of 1. Further, modern DFT calculations are performed to decipher the mechanistic insight on the preferable pathways of the Mizoroki-Heck cross-coupling reaction. Stepwise free energy of reactions for various probable reaction pathways suggest that the catalytic route has profound preference for Pd(0)-Pd(II) over Pd(II)-Pd(IV) pathway.<br>

scholarly journals Synthesis, Photophysical Properties and Catalytic Activity of Ƙ3-SCS Pincer Palladium (II) Complex of N,N'-Di-Tert-Butylbenzene-1,3-Dicarbothioamide Supported by DFT Analysis

2021 ◽  
Author(s):  
Debasish Das ◽  
S. Kannan ◽  
Mukesh Kumar ◽  
Biswajit Sadhu ◽  
Liladhar B. Kumbhare
Keyword(s):  
Catalytic Activity ◽  
Uv Light ◽  
Photophysical Properties ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
13C Nmr Spectroscopy ◽  
Coupling Reactions ◽  
X Ray ◽  
Cross Coupling Reactions ◽  
Vis Spectroscopy

The title complex [PdCl(L)] (1), is obtained from the reaction of SCS pincer ligand HL (where, HL = N,N'-di-tert-butylbenzene-1,3-dicarbothioamide) with lithium tetrachloropalladate (II) in methanol. The compound 1 is characterized by elemental analysis, FTIR, 1H, and 13C-NMR spectroscopy, UV-Vis spectroscopy, powder X-ray diffraction and X-ray crystallographic techniques. At room temperature, 1 emits luminescence light of wavelength 460 nm in the solid state upon excitation by UV light of wavelength 280 nm. The average emission lifetime indicates that, both the ligand and complex emission is fluorescence in nature and involves mainly ligand centers π-π* deexcitation. It also shows good catalytic activity towards Mizoroki-Heck and Suzuki-Miyaura cross-coupling reactions of aryl bromides with tert-butyl acrylate and p-tolylboronic acid respectively. For both type of reactions, more than 99% conversion of the substrates is found to occur for electronically activated p-nitro bromobenzene using 1 mol % of 1. Further, modern DFT calculations are performed to decipher the mechanistic insight on the preferable pathways of the Mizoroki-Heck cross-coupling reaction. Stepwise free energy of reactions for various probable reaction pathways suggest that the catalytic route has profound preference for Pd(0)-Pd(II) over Pd(II)-Pd(IV) pathway.<br>

Unprecedented one-pot multicomponent synthesis of propargylamines using Amberlyst A-21 supported CuI under solvent-free conditions

RSC Advances ◽  
2015 ◽  
Vol 5 (57) ◽  
pp. 46074-46087 ◽  
Author(s):  
Giovanna Bosica ◽  
John Gabarretta
Keyword(s):  
Coupling Reaction ◽  
Solvent Free ◽  
Environmentally Benign ◽  
Terminal Alkynes ◽  
Multicomponent Synthesis ◽  
One Pot ◽  
Solvent Free Conditions

An environmentally benign, one-pot, A3-coupling reaction of various aldehydes, amines and terminal alkynes for the synthesis of propargylamine was catalysed by Amberlyst A-21 supported CuI, under heterogeneous and solvent-free conditions.

scholarly journals Silica sulfuric acid: a reusable solid catalyst for one pot synthesis of densely substituted pyrrole-fused isocoumarins under solvent-free conditions

2013 ◽  
Vol 9 ◽  
pp. 2344-2353 ◽  
Author(s):  
Sudipta Pathak ◽  
Kamalesh Debnath ◽  
Animesh Pramanik
Keyword(s):  
Sulfuric Acid ◽  
Low Cost ◽  
Solvent Free ◽  
Primary Amines ◽  
Solid Catalyst ◽  
Silica Sulfuric Acid ◽  
Reaction Conditions ◽  
One Pot ◽  
Solvent Free Conditions ◽  
Solvent Free Reaction

A convenient and efficient methodology for the synthesis of densely substituted pyrrole-fused isocoumarins, which employs solid-supported silica sulfuric acid (SSA) as catalyst, has been developed. When the mixture of ninhydrin adducts of acetylacetone/ethyl acetoacetate and primary amines was heated on the solid surface of SSA under solvent-free conditions, the pyrrole-fused isocoumarins were formed in good yields. This synthetic method has several advantages such as the employment of solvent-free reaction conditions without the use of any toxic reagents and metal catalysts, the ease of product isolation, the use of a recyclable catalyst, the low cost, the easy availability of the starting materials, and the excellent yields of products.

One-Pot Hydrothermal Synthesis of Sulfur-Doped SnO2 Nanoparticles and their Enhanced Photocatalytic Properties

NANO ◽  
2016 ◽  
Vol 11 (03) ◽  
pp. 1650035 ◽  
Author(s):  
Lin Ma ◽  
Limei Xu ◽  
Xuyao Xu ◽  
Xiaoping Zhou ◽  
Lingling Zhang
Keyword(s):  
Visible Light ◽  
Photoelectron Spectroscopy ◽  
Electrochemical Impedance ◽  
Sno2 Nanoparticles ◽  
Light Response ◽  
One Pot ◽  
X Ray ◽  
Transmission Electron ◽  
Light Region ◽  
Vis Spectroscopy

Sulfur-doped SnO2 nanoparticles with ultrafine sizes have been successfully prepared by a one-pot hydrothermal method. The obtained samples are characterized by X-ray diffraction (XRD), energy dispersive X-ray spectroscopy (EDX), X-ray photoelectron spectroscopy (XPS), high resolution transmission electron microscopy (HRTEM), thermogravimetric (TG), analyzer UV-Vis spectroscopy, photoluminescence (PL) and electrochemical impedance spectroscopy (EIS). The experimental results indicate that the doping level of sulfur element as well as the bandgaps of SnO2 can be controlled to a certain extent by varying the amount of L-cysteine (L-cys). When evaluated as photocatalysts in the degradation of rhodamine B (RhB) and reduction of Cr(VI) under visible light region, the resultant sulfur-doped SnO2 nanoparticles demonstrate obviously enhanced photocatalytic activities due to the markedly improved visible light response and effective separation of the photo-generated electron–hole pairs.

N-Acyl-N-(4-chlorophenyl)-4-nitrobenzenesulfonamides: highly selective and efficient reagents for acylation of amines in water

2016 ◽  
Vol 71 (2) ◽  
pp. 95-104 ◽  
Author(s):  
Sara Ebrahimi ◽  
Safoura Saiadi ◽  
Simin Dakhilpour ◽  
Seyed Nezamoddin Mirsattari ◽  
Ahmad Reza Massah
Keyword(s):  
High Stability ◽  
Solvent Free ◽  
Secondary Amines ◽  
Primary Amines ◽  
Green Solvent ◽  
One Pot ◽  
Selective Protection ◽  
Solvent Free Conditions ◽  
Aryl Amines ◽  
Acylation Reactions

AbstractA variety ofN-acyl-N-(4-chlorophenyl)-4-nitrobenzenesulfonamides (1a–e) were synthesized in one pot from 4-chloroaniline under solvent-free conditions and have been developed as chemoselective N-acylation reagents. Selective protection of primary amines in the presence of secondary amines, acylation of aliphatic amines in the presence of aryl amines, and monofunctionalization of primary-secondary diamines as well as selective N-acylation of amino alcohols using these reagents are described. All of the acylation reactions were carried out in water as a green solvent. High stability and easy preparation of these acylating reagents are other advantages of this method.

Highly Efficient One-Pot Synthesis of Novel Propargylamine-Based Sulfonamides by an A3-Coupling Reaction

Synlett ◽  
2016 ◽  
Vol 27 (17) ◽  
pp. 2473-2476 ◽  
Author(s):  
Hamid Saeidian ◽  
Ali Kakanejadifard ◽  
Morteza Abdoli
Keyword(s):  
Coupling Reaction ◽  
One Pot ◽  
Highly Efficient ◽  
One Pot Synthesis ◽  
A3 Coupling

Cu3L2 metal–organic cages for A3-coupling reactions: reversible coordination interaction triggered homogeneous catalysis and heterogeneous recovery

2018 ◽  
Vol 54 (82) ◽  
pp. 11550-11553 ◽  
Author(s):  
Gong-Jun Chen ◽  
Chao-Qun Chen ◽  
Xue-Tian Li ◽  
Hui-Chao Ma ◽  
Yu-Bin Dong
Keyword(s):  
Homogeneous Catalysis ◽  
Coupling Reaction ◽  
Reusable Catalyst ◽  
Coupling Reactions ◽  
Coordination Interaction ◽  
One Pot ◽  
Highly Active ◽  
Metal Organic ◽  
The One ◽  
A3 Coupling

A novel Cu3L2 metal–organic cage, which features coordination interaction triggered solubility, can be a highly active and reusable catalyst to homogeneously catalyse the one-pot aldehyde–alkyne–amine A3-coupling reaction.

scholarly journals Ni-catalyzed deaminative cross-electrophile coupling of Katritzky salts with halides via C─N bond activation

2019 ◽  
Vol 5 (6) ◽  
pp. eaaw9516 ◽  
Author(s):  
Shengyang Ni ◽  
Chun-Xiao Li ◽  
Yu Mao ◽  
Jianlin Han ◽  
Yi Wang ◽  
...  
Keyword(s):  
Bond Activation ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Primary Amines ◽  
One Pot ◽  
Carbon Centers ◽  
Alkyl Bromides ◽  
Wide Range ◽  
Coupling Strategy ◽  
The One

The reductive cross-coupling of sp3-hybridized carbon centers represents great synthetic values and insurmountable challenges. In this work, we report a nickel-catalyzed deaminative cross-electrophile coupling reaction to construct C(sp)─C(sp3), C(sp2)─C(sp3), and C(sp3)─C(sp3) bonds. A wide range of coupling partners including aryl iodides, bromoalkynes, or alkyl bromides are stitched with alkylpyridinium salts that derived from the corresponding primary amines. The advantages of this methodology are showcased in the two-step synthesis of the key lactonic moiety of (+)-compactin and (+)-mevinolin. The one-pot procedure without isolation of alkylpyridinium tetrafluoroborate salt is also proven to be successful. This cross-coupling strategy of two electrophiles provides a highly valuable vista for the convenient installation of alkyl substituents and late functionalizations of sp3 carbons.

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