Featuring Xantphos

Catalysis Science & Technology, Год журнала: 2017, Номер 8(1), С. 26 - 113

Опубликована: Ноя. 7, 2017

This review highlights the use of bisphosphine ligand group in homogeneous catalysis.

Язык: Английский

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Mono-Oxidation of Bidentate Bis-phosphines in Catalyst Activation: Kinetic and Mechanistic Studies of a Pd/Xantphos-Catalyzed C–H Functionalization

Journal of the American Chemical Society, Год журнала: 2015, Номер 137(41), С. 13272 - 13281

Опубликована: Сен. 29, 2015

Kinetic, spectroscopic, crystallographic, and computational studies probing a Pd-catalyzed C-H arylation reaction reveal that mono-oxidation of the bis-phosphine ligand is critical for formation active catalyst. The mono-oxide shown to be hemilabile, bidentate palladium. Isolation oxidative addition adduct, with structural elucidation by X-ray analysis, showed was catalytically competent, giving same rate in productive as Pd(II)/xantphos precursor. A dual role carboxylate base both catalyst activation turnover demonstrated, along inhibiting effect excess phosphine ligand. generality complexes coupling processes discussed.

Язык: Английский

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gem-Difluoroallylation of Aryl Diazoesters via Catalyst-Free, Blue-Light-Mediated Formal Doyle–Kirmse Reaction

Organic Letters, Год журнала: 2019, Номер 21(8), С. 2654 - 2657

Опубликована: Март 29, 2019

A first example of low-energy blue-light-mediated formal Doyle–Kirmse reaction for gem-difluoroallylation aryl diazoesters has been developed. variety highly functionalized gem-difluoroallyl containing esters bearing transformable sulfur and bromine groups were efficiently assembled with broad substrate scope under mild, catalyst-free, additive-free conditions. The represents a practical environmentally friendly approach C–CF2 bond formation based on rearrangement strategy, which will find potential applications among drug discovery development.

Язык: Английский

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Intermolecular Photocatalyzed Heck‐like Coupling of Unactivated Alkyl Bromides by a Dinuclear Gold Complex

Chemistry - A European Journal, Год журнала: 2016, Номер 22(36), С. 12646 - 12650

Опубликована: Июнь 27, 2016

A practical protocol for a photocatalyzed alkyl-Heck-like reaction of unactivated alkyl bromides and different alkenes promoted by dinuclear gold photoredox catalysis in the presence an inorganic base is reported. Primary, secondary, tertiary with β-hydrogen can be applied. Esters, aldehydes, ketones, nitriles, alcohols, heterocycles, alkynes, alkenes, ethers, halogen moieties are all well tolerated. In addition to 1,1-diarylalkenes, silylenolethers enamides also applied, which further increases synthetic potential reaction. The mild conditions, broad substrate scope, excellent functional-group tolerance deliver ideal tool chemists that even used challenging late-stage modifications complex natural products.

Язык: Английский

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Palladium-Catalyzed Difluoroalkylation of Isocyanides: Access to Difluoroalkylated Phenanthridine Derivatives

Organic Letters, Год журнала: 2015, Номер 17(21), С. 5384 - 5387

Опубликована: Окт. 26, 2015

An efficient and general method for the synthesis of difluoroalkylated phenanthridine derivatives through palladium-catalyzed reaction difluoroalkyl bromides with isocyanides is described. The can also be extended to perfluoroalkyl iodides. Mechanistic studies reveal that a radical via single-electron-transfer pathway involved in reaction.

Язык: Английский

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