Structural Characterization, DFT Analysis and Catalysis by Highly Active Cationic Fe(II)‐Cu(I) Complexes in the Green Synthesis of Triazoles in Water DOI
Abdollah Neshat, Meysam Kakavand, Mahdi Cheraghi

et al.

ChemistrySelect, Journal Year: 2023, Volume and Issue: 8(45)

Published: Dec. 1, 2023

Abstract Two bimetallic Fe(II)‐Cu(I) complexes, with tetrahedral Cu(I) center stabilized in a S2P2 environment, were synthesized and fully characterized using single crystal X‐ray diffraction, multinuclear NMR, IR UV‐Visible spectroscopy techniques. Density functional theory PBE0‐D3(BJ) was employed to elucidate the electronic features of these novel metal complexes. The computational analysis revealed that while all complexes adopted geometry gas phase shorter P−Cu(I) bonds than S−Cu(I) bonds. These cationic highly active catalytic cycloaddition reaction azides onto terminal alkynes. CuAAC carried out at room temperature as low 1 mg (0.1 mol %) catalyst loading deliver high yields corresponding 1,4 adducts 1,2,3‐triazoles water under aerobic conditions.

Language: Английский

Metals as “Click” catalysts for alkyne-azide cycloaddition reactions: An overview DOI

Pooja Kalra,

Rupinder Kaur, Gurleen Singh

et al.

Journal of Organometallic Chemistry, Journal Year: 2021, Volume and Issue: 944, P. 121846 - 121846

Published: April 23, 2021

Language: Английский

Citations

44

N‐heterocyclic Thiols based Copper Complexes: Syntheses, Structure and Catalytic Studies for Azide‐Alkyne Cycloaddition Reaction DOI

Suraj Peerappa Yadav,

Deepika Sahil,

Rohit Singh Chauhan

et al.

ChemistrySelect, Journal Year: 2024, Volume and Issue: 9(1)

Published: Jan. 2, 2024

Abstract Treatment of [CuCl 2 (PPh 3 ) ] with N‐heterocyclic thiols, i. e., 4,6‐dimethyl pyrimidine‐2‐thiol (dmpymSH), pyridine‐2‐thiol (pySH), resulted partially substituted product [CuCl(L)(PPh (L=C 5 H 4 NSH SC H(4,6‐Me N H) (dmpymSH). However, similar reaction [CuI(PPh )] yielded a products [CuI(pySH)(PPh (py=C N) and [CuI(dmpymSH)(PPh (dmpym=C ); respectively. The molecular structure complex [CuCl(dmpymSH)(PPh ].CH CN ( 1 b has been determined through the single crystal X‐ray crystallography technique. All synthesized complexes were fully characterized various spectroscopic techniques (IR, H, 13 C{ H}, 31 P{ H} NMR). , showed excellent catalytic activities for azide‐alkyne cycloaddition in water as green solvent upto 90 % yield 0.5 mol catalyst loading. Among all complexes, compound turned up better yield, applying catalyst.

Language: Английский

Citations

6

Novel Dibenzoazepine-Substituted Triazole Hybrids as Cholinesterase and Carbonic Anhydrase Inhibitors and Anticancer Agents: Synthesis, Characterization, Biological Evaluation, and In Silico Studies DOI Creative Commons
Musa Erdoğan, Alper Önder, Yeliz Demir

et al.

ACS Omega, Journal Year: 2024, Volume and Issue: 9(47), P. 46860 - 46878

Published: Nov. 16, 2024

The new dibenzoazepine-substituted triazole hybrids (12–20) were designed by molecular hybridization approach and synthesized utilizing the Cu(I)-catalyzed click reaction. hybrid structures obtained in high yields (74–98%) with a simple two-step synthesis strategy fully characterized. These compounds assessed for their influence on various metabolic enzymes including human carbonic anhydrase isoenzymes (hCA I hCA II), acetylcholinesterase (AChE), butyrylcholinesterase (BChE). Ki values concerning I, II, AChE, BChE ranges 29.94–121.69, 17.72–89.42, 14.09–44.68, 1.15–48.82 nM, respectively. Compound 13 was 49.70-fold more active than tacrine (standard drug) 5.49-fold AChE. 14 4.16-fold acetazolamide 5.79-fold II. cytotoxic effects of products investigated triple-negative breast cancer cell lines. IC50 most effective calculated between 12.51 ± 1.92 18.07 2.14 μM MDA-MB-231 BT-549 cells. Molecular docking ADME predictions performed. Then, vitro analyzed dynamics (MD) simulation MM/GBSA calculation. Consequently, showed good cytotoxicity inhibition potential colony formation

Language: Английский

Citations

6

A systematic review on silica-, carbon-, and magnetic materials-supported copper species as efficient heterogeneous nanocatalysts in “click” reactions DOI Creative Commons
Pezhman Shiri, Jasem Aboonajmi

Beilstein Journal of Organic Chemistry, Journal Year: 2020, Volume and Issue: 16, P. 551 - 586

Published: April 1, 2020

In recent years, many inorganic silica/carbon-based and magnetic materials have been selected to arrest copper ions through a widespread range of anchoring embedding methodologies. These supported nanocatalysts found be efficient, environmentally friendly, recyclable, durable. addition, one the vital issues for expanding new, stable, reusable catalysts is discovery unique catalysts. The basis foundation this review article consider recently published developments (2014–2019) in synthesis catalytic applications by silica nanocomposites, carbon nanocomposites “click” chemistry.

Language: Английский

Citations

43

A Novel Fe(III) Complex of Bispicen Ligand Covalently Attached to an Fe3O4 Nanomagnet: Catalytic Properties in C‐H Oxidation and Benzoxazol Synthesis DOI
Fatemeh Pakpour, Elham Safaei, Jasem Aboonajmi

et al.

Applied Organometallic Chemistry, Journal Year: 2025, Volume and Issue: 39(6)

Published: May 2, 2025

ABSTRACT This study discusses the development of an effective and environmentally friendly C‐H oxidation process for creation oxygenated compounds in presence tert ‐butyl hydroperoxide by a magnetically recoverable Fe 3 O 4 @SiO 2 ‐FeL Bpn nanocomposite. L stands deprotonated, pyridine‐based, four‐dentate, bispicen ligand. The synthesised catalyst was characterised Fourier‐transform infrared spectroscopy (FTIR), energy‐dispersive X‐ray analysis (EDX), diffraction (XRD), photoelectron (XPS), field emission scanning electron microscopy (FESEM), transmission (FETEM), dynamic light scattering (DLS), thermal gravimetric (TGA), vibrating sample magnetometer (VSM). (40 mg) introduced as TBHP (4 eq) varied C–H bonds to related carbonyl high yields. (5 used synthesis benzoxazole derivatives from 1 mmol every substrate aldehydes, ammonium acetate, catechol. By this process, vast amounts benzoxazoles were satisfyingly obtained H under moderated situations, whole products gained with excellent results. recovered reaction environment through simple exterior magnet reused three times without any remarkable reactivity loss. Moreover, hot filtration test confirmed heterogeneous character catalyst.

Language: Английский

Citations

0

Copper(I) Complex of Dihydro Bis(2‐Mercapto Benzimidazolyl) Borate as an Efficient Homogeneous Catalyst for the Synthesis of 2H‐Indazoles and 5‐Substituted 1H‐Tetrazoles DOI
Dariush Khalili,

Roya Evazi,

Abdollah Neshat

et al.

ChemistrySelect, Journal Year: 2021, Volume and Issue: 6(4), P. 746 - 753

Published: Jan. 26, 2021

Abstract In this work, catalytic activity of a series copper(I) complexes containing dihydrobis(2‐mercapto‐benzimidazolyl) borate (Bb), and phosphine co‐ligands was investigated in the synthesis N ‐heterocycle compounds including 2 H ‐indazoles 5‐substituted 1 ‐tetrazoles. The complex tricyclohexylphosphine co‐ligand, [Cu(Bb)(PCy 3 )], displayed highest activities for formation Apart from nontoxicity strong σ‐donating ability introduced ligands, catalyst required easy handling processes. reactions were successfully performed at low loadings either PEG‐200 or DMF relatively short reaction times. diversity these also explored with 20 12 examples. Finally, current system is amenable to large‐scale production compounds.

Language: Английский

Citations

14

Synthesis of heteroleptic phosphine–copper(i) complexes: fluorescence sensing and catalytic properties DOI

Chen-Lin Luo,

Chu-Xing Hu,

Ping Shang

et al.

New Journal of Chemistry, Journal Year: 2021, Volume and Issue: 45(20), P. 8910 - 8917

Published: Jan. 1, 2021

A series of heteroleptic Cu(i) complexes were precisely synthesized using different bipyridine and diphosphine ligands. These exhibited fluorescence sensing towards silver ions high catalytic activity the CuAAC reaction.

Language: Английский

Citations

14

Synthesis of novel benzimidazoles and benzothiazoles via furan‐2‐carboxaldehydes, o‐phenylenediamines, and 2‐aminothiophenol using Cu(II) Schiff‐base@SiO2 as a nanocatalyst DOI
Hashem Sharghi, Elahe Mashhadi, Mahdi Aberi

et al.

Applied Organometallic Chemistry, Journal Year: 2021, Volume and Issue: 35(9)

Published: June 22, 2021

2‐(5‐Substituted phenyl)furan‐2‐carboxaldehyde derivatives were prepared by using an efficient copper(II) complex of tetradentate Schiff‐base ligand immobilized onto silica as a heterogeneous nanocatalyst [Cu(II) Schiff‐base@SiO 2 ] (5.0 mol%) anilines, sodium nitrite, and furan‐2‐carboxaldehyde. Furthermore, attractive di‐heteroaryl benzo‐fused systems such benzimidazole benzothiazole synthesized this via the reaction o ‐phenylenediamines 2‐aminothiophenol with 2‐(5‐substituted phenyl)furan‐2‐carboxaldehydes in EtOH. The catalyst was characterized Fourier transform infrared (FT‐IR), field emission scanning electron microscope (FESEM), energy‐dispersive X‐ray spectroscopy (EDX), powder diffraction (XRD), inductively coupled plasma (ICP) techniques. advantages present catalytic system are short times, mild conditions, good to excellent yields, low amount nanocatalyst. Moreover, best our knowledge, is first time same two steps including synthesis or derivatives. In addition, recycled very well reused several times without significant loss its activity.

Language: Английский

Citations

12

Consecutive Oxidation/Condensation/Cyclization/Aromatization Sequences Catalyzed by Nanostructured Iron(III)‐Porphyrin Complex towards Benzoxazole Derivatives DOI
Jasem Aboonajmi, Hashem Sharghi, Mahdi Aberi

et al.

European Journal of Organic Chemistry, Journal Year: 2020, Volume and Issue: 2020(37), P. 5978 - 5984

Published: Sept. 24, 2020

A facile, efficient, and eco‐friendly strategy to access benzoxazole heterocyclic products has been accomplished through oxidation of catechols followed by condensation/cyclization/aromatization sequences. This process is catalyzed nanostructured iron(III)‐porphyrin complex form desired derivatives at room temperature under air condition. The procedure widely applicable diverse amines, can provide the in a scalable fashion, as well. One most significant types oxidizing agents nature iron‐porphyrin complexes (0.1 mol‐%), existing structure hemoglobin. They have benefits such low toxicity high potential for many substrates.

Language: Английский

Citations

11

Multicomponent click reactions catalyzed by copper(I) complex bearing Bis(imino)pyridine-phosphine ligands DOI

Deepika Sahil,

Ramalingam Thirumoorthi, Chandrakanta Dash

et al.

Inorganic Chemistry Communications, Journal Year: 2023, Volume and Issue: 157, P. 111323 - 111323

Published: Aug. 28, 2023

Language: Английский

Citations

3