Industrial Milestones in Organometallic Chemistry

Gardner, Ben M.; Seechurn, Carin C. C. Johansson; Colacot, Thomas J.

doi:10.1002/9783527819201.ch1

Cited by 7 publications

(14 citation statements)

References 62 publications

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“…Among the developing methods with significant potential for advancement and practical implementation is the catalysis of alkene dimerization and oligomerization using Ti subgroup metal salts and complexes, which provide high reaction rates and effective control of their chemo-, regio-, and stereoselectivity. The classical heterogeneous Ziegler–Natta catalysis is widely used in the production of polyethylene and polypropylene [ 16 , 17 , 18 , 19 , 20 , 21 ]. The discovery of metallocenes [ 22 ], along with organoaluminum [ 23 , 24 , 25 ] and boron activators [ 22 , 26 , 27 ], enabled the process to be transferred from a heterogeneous medium to a homogeneous one, which provided undoubted positive effects—such as an increase in the activity and the possibility to effectively control stereoselectivity—and allowed for a detailed study to be conducted on the reaction mechanisms.…”

Section: Introductionmentioning

confidence: 99%

The Dimerization and Oligomerization of Alkenes Catalyzed with Transition Metal Complexes: Catalytic Systems and Reaction Mechanisms

Parfenova,

Bikmeeva,

Kovyazin

et al. 2024

Molecules

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Dimers and oligomers of alkenes represent a category of compounds that are in great demand in diverse industrial sectors. Among the developing synthetic methods, the catalysis of alkene dimerization and oligomerization using transition metal salts and complexes is of undoubted interest for practical applications. This approach demonstrates substantial potential, offering not only elevated reaction rates but also precise control over the chemo-, regio-, and stereoselectivity of the reactions. In this review, we discuss the data on catalytic systems for alkene dimerization and oligomerization. Our focus lies in the analysis of how the activity and chemoselectivity of these catalytic systems are influenced by various factors, such as the nature of the transition metal, the ligand environment, the activator, and the substrate structure. Notably, this review particularly discusses reaction mechanisms, encompassing metal complex activation, structural and dynamic features, and the reactivity of hydride intermediates, which serve as potential catalytically active centers in alkene dimerization and oligomerization.

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Section: Introductionmentioning

confidence: 99%

The Dimerization and Oligomerization of Alkenes Catalyzed with Transition Metal Complexes: Catalytic Systems and Reaction Mechanisms

Parfenova,

Bikmeeva,

Kovyazin

et al. 2024

Molecules

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“…Palladium-catalyzed cross-coupling reactions currently represent one of the most useful methodologies for carbon–carbon bond formation − and have a prominent role in the pharmaceutical segment. − The success of these reactions is mainly related to the very high selectivity and flexibility in terms of substrates, solvents, catalysts, reaction conditions, and the complexity of the structural modifications. However, nowadays, the reaction design must be guided by the 12 principles of green chemistry, which highlight the necessity of safe, simple, and environmentally friendly methodologies.…”

Section: Introductionmentioning

confidence: 99%

Copper-Free Heck–Cassar–Sonogashira and Suzuki–Miyaura Reactions of Aryl Chlorides: A Sustainable Approach

Palladino,

Fantoni,

Ferrazzano

et al. 2023

ACS Sustainable Chem. Eng.

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Sustainable and efficient aryl halides with copperfree Heck−Cassar−Sonogashira (HCS) and Suzuki−Miyaura (SM) cross-coupling reactions were described. Independently from the aryl chloride substituents, the green protocol based on N-hydroxyethylpyrrolidone (HEP)/water as solvents and sodium 2′-dicyclohexylphosphino-2,6-dimethoxy-1,1′-biphenyl-3-sulfonate (sSPhos) as ligand afforded the target products with a high turnover number (TON), high reaction mass efficiency (RME), and low process mass intensity (PMI). The best results have been obtained with TMG and Cs 2 CO 3 as the base for the HCS and Cs 2 CO 3 and K 2 CO 3 for the SM coupling. The PMI and RME achieved are among the best in the field and allowed us to simplify purification processes that are critical for industrial applications.

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“…Transition metal (TM) carbonyl complexes are frequently encountered in synthetic organometallic chemistry and are cornerstones of modern coordination chemistry. Owing to the diverse physicochemical properties and the tunability of their reactivity through modification of the metal center, they have numerous industrial, 1 biochemical, 2 and catalytic 3,4 applications. Hence, isolated gas-phase TM(CO) n models and the chemisorption of CO on metal surfaces are often investigated to shed light on their catalytic potencies.…”

Section: Introductionmentioning

confidence: 99%

Gas-phase and solid-state electronic structure analysis and DFT benchmarking of HfCO

Ariyarathna,

Cho,

Duan

et al. 2023

Phys. Chem. Chem. Phys.

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Industrial Milestones in Organometallic Chemistry

Cited by 7 publications

References 62 publications

The Dimerization and Oligomerization of Alkenes Catalyzed with Transition Metal Complexes: Catalytic Systems and Reaction Mechanisms

The Dimerization and Oligomerization of Alkenes Catalyzed with Transition Metal Complexes: Catalytic Systems and Reaction Mechanisms

Copper-Free Heck–Cassar–Sonogashira and Suzuki–Miyaura Reactions of Aryl Chlorides: A Sustainable Approach

Gas-phase and solid-state electronic structure analysis and DFT benchmarking of HfCO

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