A NHC-Silyliumylidene Cation for Catalytic N-Formylation of Amines Using Carbon Dioxide DOI
Bi‐Xiang Leong,

Yeow-Chuan Teo,

Cloé Condamines

et al.

ACS Catalysis, Journal Year: 2020, Volume and Issue: 10(24), P. 14824 - 14833

Published: Dec. 3, 2020

This study describes the use of a silicon(II) complex, namely, NHC-silyliumylidene cation complex [(IMe)2SiH]I (1, IMe = :C{N(Me)C(Me)}2), to catalyze chemoselective N-formylation primary and secondary amines using CO2 PhSiH3 under mild conditions afford corresponding formamides as sole product (average reaction time: 4.5 h; amines, average yield: 95%, TOF: 8 h–1; 98%, 17 h–1). The activity 1 yields outperform currently available non-transition-metal catalysts used for this catalysis. Mechanistic studies show that center in catalyzes C–N bond formation via different pathway comparison with catalysts. It sequentially activates CO2, PhSiH3, which proceeds dihydrogen elimination mechanism, form formamides, siloxanes, gas.

Language: Английский

The Comparison between Single Atom Catalysis and Surface Organometallic Catalysis DOI
Manoja K. Samantaray, Valerio D’Elia, Eva Pump

et al.

Chemical Reviews, Journal Year: 2019, Volume and Issue: 120(2), P. 734 - 813

Published: Oct. 15, 2019

Single atom catalysis (SAC) is a recent discipline of heterogeneous for which single on surface able to carry out various catalytic reactions. A kind revolution in by metals it was assumed that specific sites or defects nanoparticle were necessary activate substrates In another extreme the spectrum, organometallic chemistry (SOMC), and, extension, (SOMCat), have demonstrated atoms surface, but this time with ligands, could lead more predictive approach catalysis. The character SOMCat just result intuitive mechanisms derived from elementary steps molecular chemistry. This review article will compare aspects and considering several reactions, some exist both fields, whereas others might see mutual overlap future. After definition domains, detailed methods, mostly modeling spectroscopy, be followed analysis reactions: hydrogenation, dehydrogenation, hydrogenolysis, oxidative alkane cycloalkane metathesis, methane activation, metathetic oxidation, CO2 activation cyclic carbonates, imine selective reduction (SCR) prospective resulting present knowledge showing emergence new between two areas.

Language: Английский

Citations

257

Polymers Based on Cyclic Carbonates as Trait d'Union Between Polymer Chemistry and Sustainable CO2 Utilization DOI
Neha Yadav, Farzad Seidi, Daniel Crespy

et al.

ChemSusChem, Journal Year: 2018, Volume and Issue: 12(4), P. 724 - 754

Published: Dec. 19, 2018

Abstract Given the large amount of anthropogenic CO 2 emissions, it is advantageous to use as feedstock for fabrication everyday products, such fuels and materials. An attractive way in synthesis polymers by formation five‐membered cyclic organic carbonate monomers (5CCs). The sustainability this synthetic approach increased using scaffolds prepared from renewable resources. Indeed, recent years have seen rise various types syntheses applications. 5CC are often polymerized with diamines yield polyhydroxyurethanes (PHU). Foams developed type polymers; moreover, additional hydroxyl groups PHU, absent classical polyurethanes, lead coatings excellent adhesive properties. Furthermore, offer possibility post‐functionalization, curing reactions under mild conditions. Finally, polarity remarkably high, so carbonates side‐chains can be used polymer electrolytes batteries or conductive membranes. target Review highlight multiple opportunities offered and/or containing 5CCs. Firstly, preparation several classes 5CCs discussed special focus on routes. Thereafter, specific which presence moieties crucial impart targeted properties (foams, adhesives, energy applications, other functional materials).

Language: Английский

Citations

185

Recent progress in the catalytic transformation of carbon dioxide into biosourced organic carbonates DOI Open Access
Vatcharaporn Aomchad, Àlex Cristòfol, Francesco Della Monica

et al.

Green Chemistry, Journal Year: 2021, Volume and Issue: 23(3), P. 1077 - 1113

Published: Jan. 1, 2021

The recent advances made in the catalytic preparation of biobased cyclic carbonates derived from sugars, glycerol, fatty acids/vegetable oils and terpenes are presented, together with a discussion surrounding their potential applications.

Language: Английский

Citations

175

Photoelectrocatalytic reduction of CO2 to formate using immobilized molecular manganese catalysts on oxidized porous silicon DOI
Young Hyun Hong, Xiaofan Jia, Eleanor Stewart-Jones

et al.

Chem, Journal Year: 2025, Volume and Issue: unknown, P. 102462 - 102462

Published: March 1, 2025

Language: Английский

Citations

2

Cycloamination strategies for renewable N-heterocycles DOI Creative Commons
Hu Li, Haixin Guo, Zhen Fang

et al.

Green Chemistry, Journal Year: 2020, Volume and Issue: 22(3), P. 582 - 611

Published: Jan. 1, 2020

Efficient amination strategies for synthesis of N-heterocycles from functional molecules (bottom-up) or biomass (top-down) via sustainable C–N/C–X bond chemistry.

Language: Английский

Citations

116

Assessing the pKa‐Dependent Activity of Hydroxyl Hydrogen Bond Donors in the Organocatalyzed Cycloaddition of Carbon Dioxide to Epoxides: Experimental and Theoretical Study DOI Open Access

Prapussorn Yingcharoen,

Chutima Kongtes,

Sunatda Arayachukiat

et al.

Advanced Synthesis & Catalysis, Journal Year: 2018, Volume and Issue: 361(2), P. 366 - 373

Published: Oct. 29, 2018

Abstract The development of hydrogen bond donors (HBDs) as catalytic moieties in the cycloaddition carbon dioxide to epoxides is an active field research access efficient, inexpensive and sustainable metal‐free systems for conversion useful chemicals. Thus far, no systematic attempt correlate activity a diverse selection HBDs their physico‐chemical properties has been undertaken. In this work, we investigate factors influencing hydroxyl from different chemical families under ambient conditions by considering Brønsted acidity (expressed pK ), number hydroxyls structural aspects. As effect, study highlights crucial role protons’ determining HBDs, identifies ideal range proton (9 <pK <11) leads revaluation phenol discovery simple ascorbic acid derivative efficient title reaction. Density functional theory (DFT) calculations show mild reactions barriers reaction catalysed suggest occurrence aggregation between molecules further factor affecting activity. magnified image

Language: Английский

Citations

104

Recent advances in asymmetric synthesis with CO2 DOI

Chuan‐Kun Ran,

Xiao‐Wang Chen, Yong‐Yuan Gui

et al.

Science China Chemistry, Journal Year: 2020, Volume and Issue: 63(10), P. 1336 - 1351

Published: July 20, 2020

Language: Английский

Citations

103

Amino acid ionic liquids as potential candidates for CO2 capture: Combined density functional theory and molecular dynamics simulations DOI
Abdul Rajjak Shaikh, Muhammad Ashraf,

Turki AlMayef

et al.

Chemical Physics Letters, Journal Year: 2020, Volume and Issue: 745, P. 137239 - 137239

Published: Feb. 17, 2020

Language: Английский

Citations

97

Pivotal Role of the Basic Character of Organic and Salt Catalysts in C−N Bond Forming Reactions of Amines with CO2 DOI
Martin Hulla, Paul J. Dyson

Angewandte Chemie International Edition, Journal Year: 2019, Volume and Issue: 59(3), P. 1002 - 1017

Published: July 31, 2019

Organocatalysts promote a range of C-N bond forming reactions amines with CO2 . Herein, we review these and attempt to identify the unifying features catalysts that allows them multitude seemingly unrelated reactions. Analysis literature shows predominantly proceed by carbamate salt formation in form [BaseH][RR'NCOO]. The anion acts as nucleophile hydrosilane reductions , internal cyclization or after dehydration an electrophile synthesis urea derivatives. are enhanced polar aprotic solvents can be either promoted hindered H-bonding interactions. predominant role all types organic (including ionic liquids, ILs) is stabilization salt, mostly acting base. Catalytic enhancement depends on combination amine, base strength, solvent, steric factors, ion pairing H-bonding. A linear relationship between strength reaction yield has been demonstrated IL formamides quinazoline-2,4-diones. organocatalysts indicates bases sufficient should able catalyze However, physical limit extent purely catalyzed mechanism exist, which needs identified, understood overcome synergistic alternative methods.

Language: Английский

Citations

81

Ag NPs decorated on a COF in the presence of DBU as an efficient catalytic system for the synthesis of tetramic acids via CO2 fixation into propargylic amines at atmospheric pressure DOI
Swarbhanu Ghosh,

Rostam Ali Molla,

Utpal Kayal

et al.

Dalton Transactions, Journal Year: 2019, Volume and Issue: 48(14), P. 4657 - 4666

Published: Jan. 1, 2019

CO2 fixation reactions by inserting it in reactive organic compounds are very challenging for the utilization of this abundant and harmful gas present air thus to mitigate greenhouse responsible global warming. This can be achieved appropriate design functionalized porous nanocatalysts having high surface areas porosity good uptake capacity. Herein, we first report decoration silver nanoparticles (NPs) over a covalent framework (COF) material TpPa-1 synthesized through polycondensation 2,4,6-triformylphloroglucinol (TFP) p-phenylenediamine. The resulting Ag@TpPa-1 was thoroughly characterized N2 adsorption/desorption, powder X-ray diffraction (PXRD), FE-SEM, TEM, UV-Vis, FT IR thermogravimetric techniques. Ag NP decorated COF presence DBU exhibited excellent catalytic activity synthesis tetramic acids from variety propargylic amine derivatives at 60 °C under atmospheric pressure carbon dioxide via formation oxazolidinones, where acts as C1 reagent. catalyst recycling efficiency acid with no leaching surface.

Language: Английский

Citations

78