N-Heterocyclic Carbenes: Useful Ligands for the Palladium-Catalysed Direct C5 Arylation of Heteroaromatics with Aryl Bromides or Electron-Deficient Aryl Chlorides

2010 ◽  
Vol 2010 (12) ◽  
pp. 1798-1805 ◽  
Author(s):  
Ismail Ozdemir ◽  
Yetkin Gök ◽  
Özlem Özeroğlu ◽  
Murat Kaloğlu ◽  
Henri Doucet ◽  
...  
Keyword(s):  
Heterocyclic Carbenes ◽  
Aryl Chlorides ◽  
Aryl Bromides

ChemInform Abstract: N-Heterocyclic Carbenes: Useful Ligands for the Palladium-Catalyzed Direct C5 Arylation of Heteroaromatics with Aryl Bromides or Electron-Deficient Aryl Chlorides.

ChemInform ◽  
2010 ◽  
Vol 41 (36) ◽  
pp. no-no
Author(s):  
Ismail Ozdemir ◽  
Yetkin Goek ◽  
Oezlem Oezeroglu ◽  
Murat Kaloglu ◽  
Henri Doucet ◽  
...  
Keyword(s):  
Heterocyclic Carbenes ◽  
Aryl Chlorides ◽  
Aryl Bromides ◽  
Palladium Catalyzed

scholarly journals Aryl Bromides and Aryl Chlorides for the Direct Arylation of Benzylic Amines Mediated by Ruthenium(II)

2013 ◽  
Vol 2013 (14) ◽  
pp. 2878-2890 ◽  
Author(s):  
Navid Dastbaravardeh ◽  
Michael Schnürch ◽  
Marko D. Mihovilovic
Keyword(s):  
Direct Arylation ◽  
Aryl Chlorides ◽  
Aryl Bromides ◽  
Benzylic Amines

Cyclometalated Pd(ii) and Ir(iii) 2-(4-bromophenyl)pyridine complexes with N-heterocyclic carbenes (NHCs) and acetylacetonate (acac): synthesis, structures, luminescent properties and application in one-pot oxidation/Suzuki coupling of aryl chlorides containing hydroxymethyl

2014 ◽  
Vol 43 (26) ◽  
pp. 10235-10247 ◽  
Author(s):  
Chen Xu ◽  
Hong-Mei Li ◽  
Zhi-Qiang Xiao ◽  
Zhi-Qiang Wang ◽  
Si-Fu Tang ◽  
...  
Keyword(s):  
Suzuki Coupling ◽  
Luminescent Properties ◽  
Heterocyclic Carbenes ◽  
One Pot ◽  
Aryl Chlorides ◽  
Pyridine Complexes

A series of cyclometalated 2-(4-bromophenyl)pyridine complexes have been synthesized and characterized.

ChemInform Abstract: Copper(I) Thiophene-2-carboxylate (CuTC): A Versatile Non-Nitrogen Ligand-Based Catalyst for Direct N-Arylation of Imidazole and Pyrazole Using Aryl Iodides, Aryl Bromides, and Aryl Chlorides.

ChemInform ◽  
2008 ◽  
Vol 39 (33) ◽  
Author(s):  
Hariharasarma Maheswaran ◽  
Gaddamanugu Gopi Krishna ◽  
Vandanapu Srinivas ◽  
Kurushunkal Leon Prasanth ◽  
Chinamukthevi Venkata Rajasekhar
Keyword(s):  
Nitrogen Ligand ◽  
Aryl Chlorides ◽  
Aryl Iodides ◽  
Aryl Bromides

scholarly journals Photochemically-Mediated Nickel-Catalyzed Synthesis of N-(Hetero)aryl Sulfamides

2020 ◽  
Author(s):  
Robert Simons ◽  
Georgia Scott ◽  
Anastasia Gant Kanegusuku ◽  
Jennifer Roizen
Keyword(s):  
Visible Light ◽  
Catalytic System ◽  
Visible Light Irradiation ◽  
Room Temperature ◽  
Iridium Complex ◽  
Aryl Chlorides ◽  
Coupling Methods ◽  
Aryl Bromides ◽  
Boronic Esters ◽  
General Method

A general method for the <i>N</i>-arylation of sulfamides with aryl bromides is described. The protocol leverates a dual-catalytic system of nickel and a photoexcitable iridium complex and proceeds at room temperature under visible light irradiation. Using these tactics, aryl boronic esters and aryl chlorides can be carried through the reaction untouched. Thereby, this method complements known Buchwald-Hartwig coupling methods for N-arylation of sulfamides.

Copper(I) Thiophene-2-carboxylate (CuTC): A Versatile Non-Nitrogen Ligand-Based Catalyst for DirectN-Arylation of Imidazole and Pyrazole Using Aryl Iodides, Aryl Bromides, and Aryl Chlorides

2008 ◽  
Vol 81 (4) ◽  
pp. 515-517 ◽  
Author(s):  
Hariharasarma Maheswaran ◽  
Gaddamanugu Gopi Krishna ◽  
Vandanapu Srinivas ◽  
Kurushunkal Leon Prasanth ◽  
Chinamukthevi Venkata Rajasekhar
Keyword(s):  
Nitrogen Ligand ◽  
Aryl Chlorides ◽  
Aryl Iodides ◽  
Aryl Bromides

scholarly journals Photochemically-Mediated Nickel-Catalyzed Synthesis of N-(Hetero)aryl Sulfamides

2019 ◽  
Author(s):  
Robert Simons ◽  
Georgia Scott ◽  
Anastasia Gant Kanegusuku ◽  
Jennifer Roizen
Keyword(s):  
Visible Light ◽  
Catalytic System ◽  
Visible Light Irradiation ◽  
Room Temperature ◽  
Iridium Complex ◽  
Aryl Chlorides ◽  
Coupling Methods ◽  
Aryl Bromides ◽  
Boronic Esters ◽  
General Method

A general method for the <i>N</i>-arylation of sulfamides with aryl bromides is described. The protocol leverates a dual-catalytic system of nickel and a photoexcitable iridium complex and proceeds at room temperature under visible light irradiation. Using these tactics, aryl boronic esters and aryl chlorides can be carried through the reaction untouched. Thereby, this method complements known Buchwald-Hartwig coupling methods for N-arylation of sulfamides.

scholarly journals Isolated Neutral [4]Helicene Radical Provides Insight into Consecutive Two-Photon Excitation Photocatalysis

2022 ◽  
Author(s):  
Aslam C. Shaikh ◽  
Md Mubarak Hossain ◽  
Ramandeep Kaur ◽  
Jules Moutet ◽  
Anshu Kumar ◽  
...  
Keyword(s):  
Aryl Halide ◽  
Open Shell ◽  
Spectroscopic Studies ◽  
Oxidation Potential ◽  
Organic Radicals ◽  
Organic Substrates ◽  
Cyclic Ketones ◽  
Catalytic Systems ◽  
Aryl Chlorides ◽  
Aryl Bromides

Direct activation of strong bonds in readily available, benchtop substrates offer a straightforward simplification, albeit in most cases existing catalytic systems are limited to unlock such activation. In recent years, a surge of in-situ generated organic radicals that can act as potent photoinduced electron transfer (PET) agents have proved to be a powerful manifold for the activation of remarkably stable bonds. Herein we document the use of N,N′-di-n-propyl-1,13-dimethoxyquinacridine (nPr-DMQA•), an isolated and stable neutral helicene radical, as a highly photoreducing species. This isolable doublet state open shell radical offers a unique opportunity to shed light on the mechanism behind PET reactions of organic radicals. Experimental and spectroscopic studies revealed that this doublet radical has a long lifetime of 4.6 ± 0.2 ns, an estimated excited state oxidation potential of -3.31 V vs SCE, and can undergoes PET with organic substrates. The strongly photoreducing nature of the nPr-DMQA• was experimentally confirmed by the demonstration of photo activation of electron rich aryl bromides and chlorides. We further demonstrated that nPr-DMQA• can be photochemically generated from its cation analog (nPr-DMQA+) allowing catalytic functionalization of aryl halide via a consecutive photoexcitation mechanism (ConPET). Dehalogenation, photo-Arbuzov, photo-borylation and C-C bond formation reactions with aryl chlorides and bromides are reported herein, as well as the α-arylation of carbonyl using cyclic ketones. The latter transformation exhibits the facile synthesis of α-arylated cyclic ketones as critical feedstock chemical for diverse useful molecules, especially in the biomedical enterprises.

Microwave-Promoted Aminocarbonylation of Aryl Iodides, Aryl Bromides, and Aryl Chlorides in Water

2006 ◽  
Vol 25 (6) ◽  
pp. 1434-1439 ◽  
Author(s):  
Xiongyu Wu ◽  
Jenny K. Ekegren ◽  
Mats Larhed
Keyword(s):  
Aryl Chlorides ◽  
Aryl Iodides ◽  
Aryl Bromides
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