Homogeneous manganese-catalyzed hydrogenation and dehydrogenation reactions

Chem, Journal Year: 2020, Volume and Issue: 7(5), P. 1180 - 1223

Published: Dec. 9, 2020

Language: Английский

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Manganese-catalyzed hydrogenation, dehydrogenation, and hydroelementation reactions

Chemical Society Reviews, Journal Year: 2022, Volume and Issue: 51(11), P. 4386 - 4464

Published: Jan. 1, 2022

The emerging field of organometallic catalysis has shifted towards research on Earth-abundant transition metals due to their ready availability, economic advantage, and novel properties. In this case, manganese, the third most abundant transition-metal in Earth's crust, emerged as one leading competitors. Accordingly, a large number molecularly-defined Mn-complexes been synthesized employed for hydrogenation, dehydrogenation, hydroelementation reactions. regard, catalyst design is based three pillars, namely, metal-ligand bifunctionality, ligand hemilability, redox activity. Indeed, developed catalysts not only differ chelating atoms they possess but also working principles, thereby different turnover numbers product molecules. Hence, critical assessment molecularly defined manganese terms atoms, reaction conditions, mechanistic pathway, significant. Herein, we analyze complexes catalytic activity, versatility allow multiple transformations routes convert substrates target This article will be helpful get significant insight into design, aiding design.

Language: Английский

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Harnessing alcohols as sustainable reagents for late-stage functionalisation: synthesis of drugs and bio-inspired compounds

Chemical Society Reviews, Journal Year: 2024, Volume and Issue: 53(9), P. 4607 - 4647

Published: Jan. 1, 2024

This review collectively discussed the utilisation of alcohols in various organic transformations and their application toward intermediates drugs, drug derivatives natural product-like molecules.

Language: Английский

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Phosphine free Mn-complex catalysed dehydrogenative C–C and C–heteroatom bond formation: a sustainable approach to synthesize quinoxaline, pyrazine, benzothiazole and quinoline derivatives

Chemical Communications, Journal Year: 2018, Volume and Issue: 54(75), P. 10582 - 10585

Published: Jan. 1, 2018

Sustainable synthesis of quinoxalines, pyrazines, benzothiazoles and quinolines catalysed by a phosphine free Mn(i) complex.

Language: Английский

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Phosphine‐Free NNN‐Manganese Complex Catalyzed α‐Alkylation of Ketones with Primary Alcohols and Friedländer Quinoline Synthesis

Advanced Synthesis & Catalysis, Journal Year: 2018, Volume and Issue: 360(17), P. 3233 - 3238

Published: June 29, 2018

Abstract Herein, we report a very simple and inexpensive catalytic system based on Earth's abundant transition metal manganese bench‐stable phosphine‐free NNN‐pincer ligand for an atom‐efficient α‐alkylations of ketones with primary alcohols via hydrogen‐autotransfer C−C bond formation protocol. The precatalyst could be generated in situ activated by using amount base under milder conditions. A range were efficiently diversified broad good to excellent isolated yields. Remarkably, this catalyst also employed the synthesis quinoline derivatives 2‐aminobenzyl alcohol as alkylating agent. later reaction is highly benign producing only hydrogen water byproducts. magnified image

Language: Английский

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Manganese Catalyzed α-Alkylation of Nitriles with Primary Alcohols

ACS Catalysis, Journal Year: 2018, Volume and Issue: 8(10), P. 9226 - 9231

Published: Aug. 24, 2018

The manganese(I) complex bearing a bidentate hydrazone ligand efficiently catalyzes the α-alkylations of nitrile using primary alcohols as alkylating agents. α-Functionalized nitriles were selectively obtained in good to excellent yields. reaction is environmentally benign, producing water sole byproduct. Both benzylic and aliphatic could be used functional groups tolerated.

Language: Английский

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Manganese catalyzed α-methylation of ketones with methanol as a C1 source

Chemical Communications, Journal Year: 2018, Volume and Issue: 55(3), P. 314 - 317

Published: Dec. 10, 2018

The direct α-methylation of ketones with methanol under hydrogen borrowing conditions using a well-defined manganese PN3P complex as pre-catalyst was, for the first time, achieved. reactions typically proceed at 120 °C 20 h 3 mol% loading and in presence NaOtBu (50 mol%) base. scope reaction was extended to esters.

Language: Английский

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Manganese Catalyzed Acceptorless Dehydrogenative Coupling Reactions

ChemCatChem, Journal Year: 2019, Volume and Issue: 12(7), P. 1891 - 1902

Published: Dec. 21, 2019

Abstract Acceptorless dehydrogenative coupling (ADC) has emerged as a powerful tool in the chemists’ arsenal for construction of various carbon‐carbon and carbon‐heteroatom bonds. These protocols are highly atom economical environmentally benign they do not require pre‐functionalized starting material produce only dihydrogen (and water) by‐product. This technique, coupled with Earths’ abundant less toxic manganese catalysis, can prove to be vital strategy generation molecular complexity from simple materials. Manganese catalyzed DHC been growing interest, low‐ high‐valent catalysts have developed. were demonstrated show excellent catalytic activity formation carbon‐carbon, bonds, cascade reactions. In this mini‐review, we would like highlight recent progress that made ADC

Language: Английский

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Phosphine-Free Well-Defined Mn(I) Complex-Catalyzed Synthesis of Amine, Imine, and 2,3-Dihydro-1H-perimidine via Hydrogen Autotransfer or Acceptorless Dehydrogenative Coupling of Amine and Alcohol

Organometallics, Journal Year: 2019, Volume and Issue: 38(8), P. 1815 - 1825

Published: April 12, 2019

The application of nontoxic, earth-abundant transition metals in place costly noble is a paramount goal catalysis and especially interesting if the air- moisture-stable ligand scaffold used. Herein, we report synthesis amines/imines directly from alcohol amines via hydrogen autotransfer or acceptorless dehydrogenation catalyzed by well-defined phosphine-free Mn complexes. Both imines can be obtained same set alcohols using catalyst, only tuning reaction conditions. amount nature base are found to highly important aspect for observed selectivity. primary secondary have been employed as substrates N-alkylation reaction. As highlight, showed chemoselective resveratrol derivatives. Furthermore, Mn-catalyzed dehydrogenative structurally 2,3-dihydro-1H-perimidines has also demonstrated. Density functional theory calculations were carried out model path calculate profile.

Language: Английский

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Reversible interconversion between methanol-diamine and diamide for hydrogen storage based on manganese catalyzed (de)hydrogenation

Nature Communications, Journal Year: 2020, Volume and Issue: 11(1)

Published: Jan. 30, 2020

Abstract The development of cost-effective, sustainable, and efficient catalysts for liquid organic hydrogen carrier systems is a significant goal. However, all the reported relied on use precious metal catalysts. Herein, system based non-noble catalysis was established. Mn-catalyzed dehydrogenative coupling methanol N , ’-dimethylethylenediamine to form ’-(ethane-1,2-diyl)bis( -methylformamide), reverse hydrogenation reaction constitute storage with theoretical capacity 5.3 wt%. A rechargeable could be achieved by subsequent resulting dehydrogenation mixture regenerate H 2 -rich compound. maximum selectivity amide formation 97%.

Language: Английский

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