761000-70-8Relevant articles and documents
Cycloaddition of Propargylic Amines and CO2 by Ni@Pd Nanoclusters Confined Within Metal–Organic Framework Cavities in Aqueous Solution
Zhi-tao, Wang
, p. 2352 - 2364 (2020/03/05)
The bio-metal–organic framework (bio-MOF) notion along with nanoparticles catalysts of Ni@Pd core–shell magnetic for carbon dioxide conversion is made by l-glutamic acid that is the natural substitute for combinatorial ligands, and illustrated their catal
Ni@Pd nanoparticles supported on ionic liquid-functionalized KCC-1 as robust and recyclable nanocatalysts for cycloaddition of propargylic amines and CO2
Sadeghzadeh, Seyed Mohsen,Zhiani, Rahele,Emrani, Shokufe
, (2017/10/05)
Novel heterogeneous catalyst systems comprised of a fibrous nanosilica-supported nano-Ni@Pd-based ionic liquid (KCC-1/IL/Ni@Pd) are described for the cyclization of propargylic amines with CO2 to provide 2-oxazolidinones. KCC-1 with high surface area was functionalized with IL acting as a robust anchor so that the nano-Ni@Pd was well dispersed on the fibres of the KCC-1 microspheres, without aggregation. Because of the amplification effect of IL, high loading capacities of the nanocatalysts were achieved. The reported synthesis includes several advantages like solvent-free conditions, operational simplicity, short reaction times, environmentally benign reaction conditions, cost effectiveness, high atom economy and excellent yields, making it a genuinely green protocol.
KCC-1 Supported Ruthenium-Salen-Bridged Ionic Networks as a Reusable Catalyst for the Cycloaddition of Propargylic Amines and CO2
Saadati, Seyed Mahdi,Sadeghzadeh, Seyed Mohsen
, p. 1692 - 1702 (2018/04/02)
Abstract: This study investigates the potential application of an efficient, easily recoverable and reusable KCC-1 nanoparticle-supported Salen/Ru(II) catalyst in the synthesis of 2-oxazolidinones from CO2, and propargylic amines. The KCC-1/Salen/Ru(II) NPs were thoroughly characterized by using TEM, SEM, TGA, FT-IR, ICP-MS, and BET. This observation was exploited in the direct and selective chemical fixation of CO2, affording high degrees of CO2 capture and conversion. The recycled catalyst has been analyzed by ICP-MS showing only minor changes in the morphology after the reaction, thus confirming the robustness of the catalyst.
A green approach for the synthesis of 2-oxazolidinones using gold(I) complex immobilized on KCC-1 as nanocatalyst at room temperature
Sadeghzadeh, Seyed Mohsen
, p. 835 - 842 (2016/09/20)
A novel gold(I)-containing ionic liquid-based KCC-1 catalyst was applied for the cyclization of propargylic amines with CO2 to provide 2-oxazolidinones. High catalytic activity and ease of recovery from the reaction mixture using an external ma
Gold (III) phosphorus complex immobilized on fibrous nano-silica as a catalyst for the cyclization of propargylic amines with CO2
Sadeghzadeh, Seyed Mohsen
, p. 216 - 223 (2016/07/21)
In this study, The HPG@KCC-1 NP was prepared through the ringopening polymerization of glycidol on the surface of KCC-1 to form HPG@KCC-1 and then HPG@KCC-1 NPs were functionalized using chlorodiphenylphosphine and phosphine-functionalized nanoparticles (HPG@KCC-1/PPh2) as a recyclable phosphorus ligand was obtained. Also, gold (III) complex of HPG@KCC-1/PPh2 ligand (HPG@KCC-1/PPh2/Au) was prepared which used for the cyclization of propargylic amines with CO2 to provide 2-oxazolidinones. High catalytic activity and ease of recovery from the reaction mixture using filtration, and several reuse times without significant losses in performance are additional eco-friendly attributes of this catalytic system.
Mechanistic Aspects of the Carboxylative Cyclization of Propargylamines and Carbon Dioxide Catalyzed by Gold(I) Complexes Bearing an N-Heterocyclic Carbene Ligand
Hase, Shun,Kayaki, Yoshihito,Ikariya, Takao
, p. 5135 - 5140 (2015/09/15)
The carboxylative cyclization of a range of propargylic amines using carbon dioxide (CO2) is promoted by IPr-gold(I) (IPr = 1,3-bis(2,6-diisopropylphenyl)-imidazol-2-ylidene) complexes to afford (Z)-5-alkylidene-2-oxazolidones in methanol under mild conditions, even in the absence of additives such as silver salts and bases. Investigation of the substrate scope shows that the catalytic performance is markedly retarded by the introduction of aromatic substituents at the alkyne terminus. The formation of alkenylgold(I) complexes as catalytic intermediate models is demonstrated by the treatment of methyl- and phenyl-substituted propargylamines with AuOH(IPr) under a CO2 atmosphere. A comparison of the reactivity of the alkenylgold(I) complexes clearly indicates that the alkenyl ligand attached to an alkyl group at the α position is more susceptible to protonolysis compared with that attached to a phenyl group. These results and kinetic experiments corroborate a catalytic cycle that involves the nucleophilic attack of carbamate at the C-C triple bond bound to the Au center and its subsequent protodeauration to release the cyclic urethane products.
NHC-Gold(I) complexes as effective catalysts for the carboxylative cyclization of propargylamines with carbon dioxide
Hase, Shun,Kayaki, Yoshihito,Ikariya, Takao
supporting information, p. 5285 - 5288 (2013/11/06)
NHC-gold(I) complexes promote carboxylative cyclization of a range of propargylic amines to afford (Z)-5-alkylidene-1,3-oxazolidin-2-ones in methanol under neutral and mild conditions. The highly active and robust catalyst permits CO2 utilization under a mixed gas atmosphere containing CO or H 2. As a key intermediate, a new alkenylgold(I) complex was successfully identified from a stoichiometric reaction of Au(OH)(IPr) and 1-methylamino-2-butyne in THF. The methanol solvent influences the formation of catalytically active cationic gold species and facilitates protodeauration from the alkenylgold complex to release the cyclic urethane product due to in situ generation of methylcarbonic acid in the presence of CO2.
