Advances in Homogeneous Hydrogenation of Esters to Alcohols by Non-noble Metal Complexes DOI
Xiaolong Fang, Yu‐Qing Zhang, Tao Wang

et al.

Chinese Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 44(11), P. 3335 - 3335

Published: Jan. 1, 2024

Language: Английский

Hydrogenation of Esters Catalyzed by Bis(N-Heterocyclic Carbene) Molybdenum Complexes DOI Creative Commons
Niklas F. Both, Jannik Thaens,

Anke Spannenberg

et al.

ACS Catalysis, Journal Year: 2024, Volume and Issue: 14(6), P. 4082 - 4092

Published: March 1, 2024

A series of Mo complexes bearing inexpensive bidentate bis(NHC) ligands have been synthesized and characterized by NMR IR spectroscopy as well single crystal XRD analysis. These proved to be efficient for the catalytic hydrogenation aliphatic aromatic esters (>35 examples) operating at low catalyst loadings (0.5–2 mol %) temperatures (80–120 °C). Various functional groups, e.g., C═C double bonds, nitriles, alcohols, tertiary amines, halides, acetals, heteroaromatic substrates, lactones, diesters, are tolerated optimal system. Based on spectroscopic investigations, control experiments DFT computations a non-bifunctional outer-sphere mechanism is proposed.

Language: Английский

Citations

8
Impact of the Methylene Bridge Substitution in Chelating NHC‐Phosphine Mn(I) Catalyst for Ketone Hydrogenation DOI Creative Commons

Ekaterina S. Gulyaeva,

Ruqaya Buhaibeh, Mohamed Boundor

et al.

Chemistry - A European Journal, Journal Year: 2024, Volume and Issue: 30(22)

Published: Feb. 7, 2024

Abstract Systematic modification of the chelating NHC‐phosphine ligand (NHC = N ‐heterocyclic carbene) in highly efficient ketone hydrogenation Mn(I) catalyst fac ‐[(Ph 2 PCH NHC)Mn(CO) 3 Br] has been performed and catalytic activity resulting complexes was evaluated using acetophenone as a benchmark substrate. While variation phosphine NHC moieties led to inferior results than for parent system, incorporation phenyl substituent into methylene bridge improved performance by ca . times providing maximal TON values range 15000–20000. Mechanistic investigation combining experimental computational studies allowed rationalize this beneficial effect an enhanced stabilization reaction intermediates including anionic hydride species PC(Ph)NHC)Mn(CO) H] − playing crucial role process. These highlight interest such carbon substitution strategy being rarely employed design chemically non‐innocent ligands.

Language: Английский

Citations

6
Hydrogenolysis of Urethanes and Ureas Catalyzed by Manganese Complex Supported by Bidentate PN Ligand DOI
Takanori Iwasaki,

Ninna Saito,

Yuto Yamada

et al.

Organometallics, Journal Year: 2024, Volume and Issue: 43(9), P. 924 - 928

Published: April 18, 2024

Hydrogenolysis of less reactive carbonyl compounds such as urethanes and ureas is a challenging but promising transformation to utilize new chemical feedstocks, plastic waste carbon dioxide fixation products. In these transformations, pincer-type complexes consisting Ru Mn have been intensively investigated catalyst design with bidentate ligand systems has rarely explored. We report here the synthesis complex supported by PN phosphino pyrrolido coordination sites, molecular structure which fully characterized. The catalyzed hydrogenolysis ureas. case 1,3-diphenylurea, formanilide was obtained product. addition, present did not promote hydrogenation carboxamides, showing unique reactivity that preferentially reduces over in contrast general order compounds.

Language: Английский

Citations

4
Hydrogenation of Terminal Alkenes Catalyzed by Air‐Stable Mn(I) Complexes Bearing an N‐Heterocyclic Carbene‐Based PCP Pincer Ligand DOI Creative Commons
Daniel Zobernig,

Michael Luxner,

Berthold Stöger

et al.

Chemistry - A European Journal, Journal Year: 2023, Volume and Issue: 30(4)

Published: Oct. 10, 2023

Efficient hydrogenations of terminal alkenes with molecular hydrogen catalyzed by well-defined bench stable Mn(I) complexes containing an N-heterocyclic carbene-based PCP pincer ligand are described. These reactions environmentally benign and atom economic, implementing inexpensive, earth abundant non-precious metal catalyst. A range aromatic aliphatic were efficiently converted into alkanes in good to excellent yields. The hydrogenation proceeds at 100 °C catalyst loadings 0.25-0.5 mol %, 2.5-5 % base (KO

Language: Английский

Citations

10
Thioether–NHC bidentate manganese complexes as efficient phosphine-free catalysts for hydrogenation at room temperature DOI Creative Commons
Mariia Hruzd, Sabrina L. Kleynemeyer, Christophe Michon

et al.

Chemical Communications, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 1, 2025

A series of four original phosphine-free thioether-NHC manganese complexes have been synthesised and fully characterized. These applied as efficient catalysts for the hydrogenation alkenes ketones at room temperature, with low catalyst loadings (TON up to 900).

Language: Английский

Citations

0
Iron-Catalyzed Hydrogenation of Alkyl Formates and Carbon Dioxide DOI Creative Commons
Israel T. Pulido‐Díaz, Karla P. Salas‐Martin,

Juan C. Montaño-Pimentel

et al.

Organometallics, Journal Year: 2025, Volume and Issue: unknown

Published: Feb. 13, 2025

Language: Английский

Citations

0
Two active species from a single metal halide precursor: a case study of highly productive Mn-catalyzed dehydrogenation of amine-boranes via intermolecular bimetallic cooperation DOI Creative Commons

Ekaterina S. Gulyaeva,

Elena S. Osipova, Sergey A. Kovalenko

et al.

Chemical Science, Journal Year: 2023, Volume and Issue: 15(4), P. 1409 - 1417

Published: Dec. 7, 2023

Unprecedented cooperation between mononuclear cationic and hydride metal complexes enables highly efficient Mn-catalyzed hydrogen production from various amine-boranes at low catalyst loading.

Language: Английский

Citations

9
Hydrogenation of carboxylic esters catalyzed by manganese catalysts supported by bidentate NHC-phosphine ligands DOI
Karim Azouzi,

Romane Pointis,

Ruqaya Buhaibeh

et al.

Journal of Catalysis, Journal Year: 2024, Volume and Issue: 430, P. 115334 - 115334

Published: Jan. 27, 2024

Language: Английский

Citations

3
Recent advances in the catalytic applications of NHC-early abundant metals (Mn, Co, Fe) complexes DOI
Luis Cerquera-Montealegre, Daniel Gallego, Edwin A. Baquero

et al.

Advances in organometallic chemistry, Journal Year: 2024, Volume and Issue: unknown, P. 181 - 270

Published: Jan. 1, 2024

Language: Английский

Citations

1
(NHC)Mn(I) Complex Catalyzed Selective Transfer Hydrogenation of Epoxides, Azoarenes and Nitroarenes Utilizing Ammonia Borane DOI
Saloni Kumari, Souvik Roy,

Kanak Ranjan Saha

et al.

ChemCatChem, Journal Year: 2024, Volume and Issue: 16(21)

Published: July 25, 2024

Abstract Herein, we have reported an effective protocol for the regioselective transfer hydrogenation (TH) of epoxides by utilizing a phosphine‐free bis‐NHC−Mn(I) complex and ammonia borane. By employing this strategy, aromatic were selectively converted to primary alcohols whereas secondary obtained exclusively from aliphatic epoxides. The was further extended TH azoarenes nitroarenes hydrazoarenes anilines respectively. Notably, library substrates with different functional groups screened which resulted in corresponding hydrogenated product good excellent yields. A series mechanistic investigations carried out understand catalytic process.

Language: Английский

Citations

1