High activity and stability in the cross-coupling of aryl halides with disulfides over Cu-doped hierarchically porous zeolite ZSM-5

2015 ◽  
Vol 51 (27) ◽  
pp. 5890-5893 ◽  
Author(s):  
Wenqian Fu ◽  
Taotao Liu ◽  
Zhongxue Fang ◽  
Yuli Ma ◽  
Xiang Zheng ◽  
...  
Keyword(s):  
Catalytic Activity ◽  
High Activity ◽  
Cross Coupling ◽  
Aryl Halides ◽  
Macroporous Structure ◽  
Hierarchically Porous ◽  
The Cross

A Cu-doped zeolite ZSM-5 (Cu-ZSM-5-M) with a micro-meso-macroporous structure was directly synthesized, and it exhibits excellent catalytic activity and good recyclability in the cross-coupling of aryl halides with diphenyl disulfides.

ChemInform Abstract: High Activity and Stability in the Cross-Coupling of Aryl Halides with Disulfides over Cu-Doped Hierarchically Porous Zeolite ZSM-5.

ChemInform ◽  
2015 ◽  
Vol 46 (31) ◽  
pp. no-no
Author(s):  
Wenqian Fu ◽  
Taotao Liu ◽  
Zhongxue Fang ◽  
Yuli Ma ◽  
Xiang Zheng ◽  
...  
Keyword(s):  
High Activity ◽  
Cross Coupling ◽  
Aryl Halides ◽  
Hierarchically Porous ◽  
The Cross

scholarly journals Amine-Catalysed Suzuki–Miyaura-Type Coupling? the Identification and Isolation of the Palladium Culprits.

2021 ◽  
Author(s):  
Mickaël Avanthay ◽  
Robin Bedford ◽  
Callum Begg ◽  
Dietrich Böse ◽  
Jonathan Clayden ◽  
...  
Keyword(s):  
Catalytic Activity ◽  
Cross Coupling ◽  
Boronic Acids ◽  
Palladium Complexes ◽  
Aryl Halides ◽  
Type Coupling ◽  
Paradigm Shifting

A recent report in Nature Catalysis detailed the potentially paradigm-shifting organocatalysis of Suzuki cross-coupling of aryl halides with aryl boronic acids, catalysed by simple amine species. We have conducted a reinvestigation of key claims in this paper across multiple academic and industrial laboratories that shows that the observed catalytic activity cannot be due to the amine, but rather is due to tricyclohexylphosphine palladium complexes that are readily entrained during the purification of the amine<b>.</b>

scholarly journals Polystyrene-Supported Acyclic Diaminocarbene Palladium Complexes in Sonogashira Cross-Coupling: Stability vs. Catalytic Activity

Catalysts ◽  
2018 ◽  
Vol 8 (4) ◽  
pp. 141 ◽  
Author(s):  
Vladimir Mikhaylov ◽  
Viktor Sorokoumov ◽  
Denis Liakhov ◽  
Alexander Tskhovrebov ◽  
Irina Balova
Keyword(s):  
Catalytic Activity ◽  
High Activity ◽  
Cross Coupling ◽  
Palladium Complexes ◽  
Lower Activity ◽  
Coupling Conditions ◽  
Acyclic Diaminocarbene ◽  
Supported Palladium ◽  
Polymer Supported

Two types of immobilized on the amino-functionalized polystyrene-supported acyclic diaminocarbene palladium complexes (ADC-PdII) are investigated under Sonogashira cross-coupling conditions. Depending on substituents in the diaminocarbene fragment immobilized ADC-PdII, systems are found to have different catalytic activity and stability regarding Pd-leaching. PdII-diaminocarbenes possessing protons at both nitrogen atoms smoothly decompose into Pd0-containing species providing a catalytic “cocktail system” with high activity and ability to reuse within nine runs. Polymer-supported palladium (II) complex bearing NBn–Ccarbene–NH-moiety exhibits greater stability while noticeably lower activity under Sonogashira cross-coupling. Four molecular ADC-PdII complexes are also synthesized and investigated with the aim of confirming proposed base-promoted pathway of ADC-PdII conversion through carbodiimide into an active Pd0 forms.

scholarly journals Nano copper oxide catalyzed synthesis of symmetrical diaryl sulfides under ligand free conditions

2011 ◽  
Vol 7 ◽  
pp. 886-891 ◽  
Author(s):  
K Harsha Vardhan Reddy ◽  
V Prakash Reddy ◽  
A Ashwan Kumar ◽  
G Kranthi ◽  
YVD Nageswar
Keyword(s):  
Copper Oxide ◽  
Cross Coupling ◽  
Potassium Thiocyanate ◽  
Copper Oxide Nanoparticles ◽  
Aryl Halides ◽  
Oxide Nanoparticles ◽  
Coupling Reactions ◽  
Cross Coupling Reactions ◽  
Ligand Free ◽  
The Cross

Potassium thiocyanate acts as an efficient sulfur surrogate in C–S cross-coupling reactions mediated by recyclable copper oxide nanoparticles under ligand free conditions. This protocol avoids foul smelling thiols, for the synthesis of a variety of symmetrical diaryl sulfides, via the cross-coupling of different aryl halides with potassium thiocyanate, affording corresponding products in moderate to excellent yields.

scholarly journals Recent Progress in the Cross-Coupling Reaction Using Triorgano­silyl-Type Reagents

Synlett ◽  
2017 ◽  
Vol 28 (15) ◽  
pp. 1873-1884 ◽  
Author(s):  
Yasunori Minami ◽  
Tamejiro Hiyama ◽  
Takeshi Komiyama
Keyword(s):  
Recent Progress ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Aryl Halides ◽  
Organosilicon Compounds ◽  
Aryl Bromides ◽  
Cross Coupling Reaction ◽  
The Cross ◽  
Silicon Based ◽  
Coupling Polymerization

The silicon-based cross-coupling reaction has attracted much attention over recent decades because there are many advantages in using organosilicon compounds. However, the use of reagents with a triorganosilyl group as a key function remains to be established. This account summarizes our recent progress in cross-coupling chemistry with such silyl reagents.1 Introduction2 Preparation of HOMSi Reagents from Aryl Bromides and Disilanes3 HOMSi Reagents from Heteroaromatics and Hydrosilanes4 Cross-Coupling Polymerization with HOMSi Reagents5 Cross-Coupling with Aryl(triethyl)silanes6 Amination of Aryl Halides with N-TMS-Amines7 Conclusion and Perspective

Aldehydes and Ketones Influence Reactivity and Selectivity in Nickel-Catalyzed Suzuki-Miyaura Reactions

2019 ◽  
Author(s):  
Alasdair Cooper ◽  
David Leonard ◽  
Sonia Bajo ◽  
Paul Burton ◽  
David Nelson
Keyword(s):  
Carbonyl Group ◽  
Functional Groups ◽  
Oxidative Addition ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Aryl Halides ◽  
Cross Coupling Reaction ◽  
Site Selectivity ◽  
Aldehydes And Ketones ◽  
The Cross

We show that the energetically-favorable coordination of aldehydes and ketones – but not esters – to nickel(0) during Suzuki-Miyaura reactions can lead either to exquisite selectivity and enhanced reactivity, or to the inhibition<br>of the reaction. Aryl halides where the C-X bond is connected to the same π-system as an aldehyde or ketone functional<br>group undergo unexpectedly rapid oxidative addition, and are selectively cross-coupled during inter- and intramolecular<br>competition reactions. When aldehydes and ketones are present elsewhere, such as in the form of exogenous additives,<br>the cross-coupling reaction is inhibited depending on how strongly the pendant carbonyl group can coordinate to nickel(0). This work advances our understanding of how common functional groups interact with nickel(0) catalysts, and presents synthetic chemists with a tool that can be used to achieve site-selectivity in functionalized molecules. <br>

Sign in / Sign up

Export Citation Format

Share Document