Ligand free copper(i)-catalyzed synthesis of diaryl ether with Cs2CO3via a free radical path

Complexes [Cu(i)(2,4-dimethylphenoxy)2]− (A) and [Cu(ii)(2,4-dimethylphenoxy)2(p-tolyl)]− (B) were observed by in situ ESI-MS analysis of the ligand free copper(i)-catalyzed C–O coupling reaction using Cs2CO3 under the catalytic reaction conditions.

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Possible intermediates of Cu(phen)-catalyzed C–O cross-coupling of phenol with an aryl bromide by in situ ESI-MS and EPR studies

Dalton Transactions ◽

10.1039/c4dt00582a ◽

2014 ◽

Vol 43 (29) ◽

pp. 11410-11417 ◽

Cited By ~ 2

Author(s):

Hong-Jie Chen ◽

I-Jui Hsu ◽

Mei-Chun Tseng ◽

Shin-Guang Shyu

Keyword(s):

Mass Spectrometry ◽

Electrospray Ionization ◽

Catalytic Reaction ◽

Coupling Reaction ◽

Cross Coupling ◽

Ionization Mass ◽

Aryl Bromide ◽

Reaction Conditions ◽

Esi Ms

Cu(phen) complexes were observed in the copper(i)-catalyzed C–O coupling reaction using K2CO3 as the base and phen as the ligand under the catalytic reaction conditions by in situ electrospray ionization mass spectrometry (ESI-MS) and EPR analysis.

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PdII square planar complexes of the type [IL]2[PdX4] as catalyst precursors for the Suzuki–Miyaura cross-coupling reaction. The first in situ ESI-MS evidence of [(IL)xPd3] clusters formation

Journal of Molecular Catalysis A Chemical ◽

10.1016/j.molcata.2009.01.011 ◽

2009 ◽

Vol 304 (1-2) ◽

pp. 8-15 ◽

Cited By ~ 29

Author(s):

W. Zawartka ◽

A. Gniewek ◽

A.M. Trzeciak ◽

J.J. Ziółkowski ◽

J. Pernak

Keyword(s):

Coupling Reaction ◽

Cross Coupling ◽

Esi Ms ◽

Cross Coupling Reaction ◽

Square Planar ◽

Square Planar Complexes

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ChemInform Abstract: In situ Generation of Palladium Nanoparticles: Ligand-Free Palladium Catalyzed Ultrafast Suzuki-Miyaura Cross-Coupling Reaction in Aqueous Phase at Room Temperature.

ChemInform ◽

10.1002/chin.201148081 ◽

2011 ◽

Vol 42 (48) ◽

pp. no-no

Author(s):

Zhengyin Du ◽

Wanwei Zhou ◽

Fen Wang ◽

Jin-Xian Wang

Keyword(s):

Aqueous Phase ◽

Palladium Nanoparticles ◽

Room Temperature ◽

Coupling Reaction ◽

Cross Coupling ◽

Cross Coupling Reaction ◽

Ligand Free ◽

Palladium Catalyzed ◽

In Situ Generation

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In situ AP-XPS study on reduction of oxidized Rh catalysts under CO exposure and catalytic reaction conditions

Journal of Physics D Applied Physics ◽

10.1088/1361-6463/abe486 ◽

2021 ◽

Vol 54 (20) ◽

pp. 204005

Author(s):

Ryo Toyoshima ◽

Kohei Ueda ◽

Yuki Koda ◽

Hiroshi Kodama ◽

Hirosuke Sumida ◽

...

Keyword(s):

Catalytic Reaction ◽

Reaction Conditions ◽

Xps Study

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Synthesis of 1-Alkyl-3-(2-oxo-2-aryl/alkyl-ethyl)indolin-2-ones through Gold/Brønsted Acid Relay Actions: Observation of Selective C=C Bond Cleavage of Enaminones

Synthesis ◽

10.1055/s-0036-1588820 ◽

2017 ◽

Vol 49 (16) ◽

pp. 3609-3618 ◽

Cited By ~ 2

Author(s):

Yanzhong Li ◽

Yulei Zhao ◽

Yang Yuan ◽

Lingkai Kong ◽

Fangfang Zhang

Keyword(s):

Reaction Mechanism ◽

Bond Cleavage ◽

Bronsted Acid ◽

Brønsted Acid ◽

Reaction Conditions ◽

One Pot ◽

Esi Ms ◽

Ms Analysis ◽

Brönsted Acid

A novel gold(I)/Brønsted acid sequential catalyzed/promoted procedure to synthesize 1-alkyl-3-(2-oxo-2-aryl/alkyl-ethyl)indolin-2-ones under mild reaction conditions is developed. This methodology is realized by relay actions of gold and a Brønsted acid in a one-pot multistep manner. The gold(I)-catalyzed chemoselective C(sp2)-H functionalization of enaminones and Brønsted acid promoted cleavage of the C=C bond are integrated effectively. Based on the results of control experiments and ESI-MS analysis, a possible reaction mechanism is proposed.

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Analysis of the water extract of waste papaya bark ash and its implications as an in situ base in the ligand-free recyclable Suzuki–Miyaura coupling reaction

RSC Advances ◽

10.1039/c6ra00454g ◽

2016 ◽

Vol 6 (34) ◽

pp. 28981-28985 ◽

Cited By ~ 22

Author(s):

Manashi Sarmah ◽

Anindita Dewan ◽

Manoj Mondal ◽

Ashim J. Thakur ◽

Utpal Bora

Keyword(s):

Room Temperature ◽

Water Extract ◽

Coupling Reaction ◽

Cross Coupling ◽

Basic Medium ◽

Low Temperature Combustion ◽

Cross Coupling Reaction ◽

Ligand Free ◽

Temperature Combustion

The conversion of waste papaya-bark to ash–water extract via low-temperature combustion, and its utilization as an efficient and eco-friendly in situ basic medium for Suzuki–Miyaura cross-coupling reaction at room temperature are reported.

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Multicomponent versus domino reactions: One-pot free-radical synthesis of β-amino-ethers and β-amino-alcohols

Beilstein Journal of Organic Chemistry ◽

10.3762/bjoc.11.10 ◽

2015 ◽

Vol 11 ◽

pp. 66-73 ◽

Cited By ~ 7

Author(s):

Bianca Rossi ◽

Nadia Pastori ◽

Simona Prosperini ◽

Carlo Punta

Keyword(s):

Free Radical ◽

Cyclic Ether ◽

Radical Addition ◽

Domino Reaction ◽

Alcohol Molecule ◽

Secondary Products ◽

Reaction Conditions ◽

One Pot ◽

Mild Conditions

Following an optimized multicomponent procedure, an aryl amine, a ketone, and a cyclic ether or an alcohol molecule are assembled in a one-pot synthesis by nucleophilic radical addition of ketyl radicals to ketimines generated in situ. The reaction occurs under mild conditions by mediation of the TiCl4/Zn/t-BuOOH system, leading to the formation of quaternary β-amino-ethers and -alcohols. The new reaction conditions guarantee good selectivity by preventing the formation of secondary products. The secondary products are possibly derived from a competitive domino reaction, which involves further oxidation of the ketyl radicals.

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