Cu(II) Promoted C(sp³)−H Activation in Unactivated Cycloalkanes: Oxo‐Alkylation of Styrenes to Synthesize β‐Disubstituted Ketones

Chemistry - A European Journal, Journal Year: 2023, Volume and Issue: 30(8)

Published: Dec. 7, 2023

We report the Cu(II) catalyzed synthesis of β-disubstituted ketones from styrene via oxo-alkylation with unactivated cycloalkanes as alkylating agent in presence tert-butylhydroperoxide (TBHP) and 1-methylimidazole oxidant base respectively. are known to be synthesized by using either expensive Ru/Ir complexes, or low-cost metal complexes (e. g., Fe, Mn) activated species like aldehyde, acid, alcohol, phthalimide derivatives agent, however, use directly remains challenging. A wide range aliphatic C-H substrates well various olefinic arenes heteroarene (35 including 14 new substrates) well-tolerated this method. Hammett analysis shed more light on substitution effect part overall mechanism. Furthermore, controlled experiments, kinetic isotope study, theoretical calculations (DFT) enable us gain deeper insight mechanistic intricacies simple atom-economic methodology.

Language: Английский

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Interweaved needle‐shaped α‐Ni(OH)₂ nanoparticles adorned on graphene oxide: A new class of heterogeneous catalysts for α‐alkylation of ketones and synthesis of azines

Applied Organometallic Chemistry, Journal Year: 2023, Volume and Issue: 38(2)

Published: Dec. 13, 2023

A simple approach for synthesizing needle‐shaped α ‐Ni(OH) 2 nanoparticles adorned on graphene oxide, ‐GO, is described. The nanocomposite was isolated as an air‐stable black powder and characterized by various instrumental techniques. interweaved morphology the average particle diameter ~7 nm of were ascertained Field Emission Scanning Electron Microscopy (FESEM) Transmission (TEM) analysis, respectively. catalytic potential scrutinized in synthesis monosubstituted ketones via a hydrogen autotransfer strategy azines dehydrogenative pathway. products both reactions excellent yields nuclear magnetic resonance (NMR) spectroscopy. ‐GO could be segregated recycled up to five cycles. operational simplicity, broad substrate scope, non‐toxic side products, recyclability, superior catalyst are some remarkable features this protocol.

Language: Английский

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3d-Metal Catalyzed C–C Bond Formation Through α-Alkylation of Ketones

Topics in organometallic chemistry, Journal Year: 2023, Volume and Issue: unknown, P. 33 - 62

Published: Jan. 1, 2023

Language: Английский

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Unsymmetrical pyrenyl‐thiophene‐benzothiazole iridium complexes supported on reduced graphene oxide as an efficient catalyst for N‐alkylation of amides with alcohols

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

Published: Dec. 1, 2023

Abstract An iridium complex based on the unsymmetrical pyrenyl‐thiophene‐benzothiazole ligand was synthesized, and supported reduced graphene oxide successfully. The developed catalyst PTB‐Ir@rGO characterized through SEM, TEM, XPS, EDS. Meanwhile, we found that this heterogeneous had high catalytic activity in N‐alkylation of benzamide with alcohols via borrowing hydrogen strategy. Moreover, several control reactions preliminary mechanism explorations were carried out to study transformation. Finally, recycling experiment showed could be reused at least five times without a significant decrease activity.

Language: Английский

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α-Alkylation of Ketones with Alcohols Using a MgO-Codeposited Mn Catalyst Supported on Al2O3

Synfacts, Journal Year: 2022, Volume and Issue: 19(01), P. 0069 - 0069

Published: Dec. 16, 2022

Key words manganese catalysis - α-alkylation ketones alcohols borrowing hydrogen

Language: Английский

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