Oxidative coupling of anilines to azobenzenes using heterogeneous manganese oxide catalysts

2016 ◽  
Vol 6 (6) ◽  
pp. 1940-1945 ◽  
Author(s):  
Min Wang ◽  
Jiping Ma ◽  
Miao Yu ◽  
Zhe Zhang ◽  
Feng Wang
Keyword(s):  
Manganese Oxide ◽  
Oxidative Coupling ◽  
High Efficiency ◽  
Cross Coupling ◽  
Oxide Catalysts ◽  
Coupling Reactions ◽  
Formation Reaction ◽  
Cross Coupling Reactions ◽  
Hammett Constants ◽  
The Difference

Cryptomelane-type manganese oxide shows high efficiency for the NN formation reaction in the oxidative coupling of anilines to azobenzenes. The difference of the Hammett constants (Δσ) of two substituted groups determines the selectivity to unsymmetric azobenzenes in cross-coupling reactions, which are favored at Δσ < 0.32.

scholarly journals Curse or Blessing? Influence of Impurities on Cross-Coupling— Guideline for Elucidating Catalysts

2021 ◽  
Author(s):  
Zoltán Novák ◽  
Réka Adamik ◽  
János T. Csenki ◽  
Ferenc Béke ◽  
Regina Gavaldik ◽  
...  
Keyword(s):  
Catalytic Effect ◽  
High Efficiency ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Impurity Effect ◽  
Coupling Reactions ◽  
Chemical Research ◽  
Cross Coupling Reactions ◽  
Complete Exclusion ◽  
Influence Of Impurities

Several efforts have been made for the replacement of noble metal palladium in cross-coupling reactions, maintaining high efficiency of the target transformation. In several cases it is possible to perform the chemistry of palladium with related metals, and their activity was supported with mechanistic studies. Moreover, the complete exclusion of palladium is also in focus. Very recently it was demonstrated that special amine organocatalysts could catalyse Suzuki-Miyaura coupling reaction. Here we show that in this recent transformation homeopathic palladium impurities and trace phosphorous species originated from the conditions used for the organocatalyst synthesis are responsible for the catalytic effect instead of the amine species. This finding confirms the power of palladium in cross-coupling and draw the attention of impurity effect in this field of chemical research. In this article, we represent general guidelines for elucidating the real catalyst of reactions.<br>

7,10-Dibromo-2,3-dicyanopyrazinophenanthrene Aggregates as a Photosensitizer for Nickel-Catalyzed Aryl Esterification

Synlett ◽  
2021 ◽  
Author(s):  
Xiaoqiang Yu ◽  
Min He ◽  
Shilei Yang ◽  
Ming Bao
Keyword(s):  
Visible Light ◽  
Carboxylic Acids ◽  
Bond Formation ◽  
Cross Coupling ◽  
Aryl Halides ◽  
Ni Catalyst ◽  
Coupling Reactions ◽  
Formation Reaction ◽  
Cross Coupling Reactions ◽  
Reaction Proceeds

AbstractSelf-assembled aggregates of 7,10-dibromo-2,3-dicyanopyrazinophenanthrene which act as a new organophotocatalyst in combination with Ni catalyst for the Caryl–Oacyl cross-coupling reactions of carboxylic acids with aryl halides are described. This visible-light-induced Caryl–Oacyl bond-formation reaction proceeds smoothly to afford aryl esters with satisfactory to excellent yields.

Synthesis of Benzamide Derivatives by the Reaction of Arenes and Isocyanides through a C–H Bond Activation Strategy

Synlett ◽  
2017 ◽  
Vol 29 (01) ◽  
pp. 94-98 ◽  
Author(s):  
Mehdi Khalaj ◽  
Mahboubeh Taherkhani ◽  
Seyed Mousavi-Safavi ◽  
Jafar Akbari
Keyword(s):  
Bond Activation ◽  
Bond Formation ◽  
Cross Coupling ◽  
Aryl Halides ◽  
Coupling Reactions ◽  
Benzene Derivatives ◽  
Formation Reaction ◽  
Cross Coupling Reactions ◽  
Carbon Carbon Bond ◽  
Benzamide Derivatives

A carbon–carbon bond formation reaction between isocyanides and benzene derivatives is reported. In contrast to traditional cross-coupling reactions, which require aryl halides or pseudohalides, we use a palladium catalyst to generate the aryl–palladium through C–H bond activation of arenes. This method offers an attractive approach to a range of benzamides from readily accessible benzene derivatives.

scholarly journals Curse or Blessing? Influence of Impurities on Cross-Coupling— Guideline for Elucidating Catalysts

2021 ◽  
Author(s):  
Zoltán Novák ◽  
Réka Adamik ◽  
János T. Csenki ◽  
Ferenc Béke ◽  
Regina Gavaldik ◽  
...  
Keyword(s):  
Catalytic Effect ◽  
High Efficiency ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Impurity Effect ◽  
Coupling Reactions ◽  
Chemical Research ◽  
Cross Coupling Reactions ◽  
Complete Exclusion ◽  
Influence Of Impurities

Several efforts have been made for the replacement of noble metal palladium in cross-coupling reactions, maintaining high efficiency of the target transformation. In several cases it is possible to perform the chemistry of palladium with related metals, and their activity was supported with mechanistic studies. Moreover, the complete exclusion of palladium is also in focus. Very recently it was demonstrated that special amine organocatalysts could catalyse Suzuki-Miyaura coupling reaction. Here we show that in this recent transformation homeopathic palladium impurities and trace phosphorous species originated from the conditions used for the organocatalyst synthesis are responsible for the catalytic effect instead of the amine species. This finding confirms the power of palladium in cross-coupling and draw the attention of impurity effect in this field of chemical research. In this article, we represent general guidelines for elucidating the real catalyst of reactions.<br>

Nickel–glycerol: an efficient, recyclable catalysis system for Suzuki cross coupling reactions using aryl diazonium salts

2016 ◽  
Vol 40 (2) ◽  
pp. 1564-1570 ◽  
Author(s):  
Jeevan Manohar Bhojane ◽  
Sachin Ashok Sarode ◽  
Jayashree Milind Nagarkar
Keyword(s):  
Bond Formation ◽  
Cross Coupling ◽  
Environmentally Benign ◽  
Diazonium Salts ◽  
Coupling Reactions ◽  
Formation Reaction ◽  
Cross Coupling Reactions

A palladium free, chemoselective and environmentally benign protocol for a C–C bond formation reaction.

scholarly journals Copper based on diaminonaphthalene-coated magnetic nanoparticles as robust catalysts for catalytic oxidation reactions and C–S cross-coupling reactions

RSC Advances ◽  
2021 ◽  
Vol 11 (16) ◽  
pp. 9366-9380
Author(s):  
Nasrin Yarmohammadi ◽  
Mohammad Ghadermazi ◽  
Roya Mozafari
Keyword(s):  
Magnetic Nanoparticles ◽  
Catalytic Oxidation ◽  
High Efficiency ◽  
Cross Coupling ◽  
Organic Reactions ◽  
Coupling Reactions ◽  
Oxidation Reactions ◽  
Cross Coupling Reactions ◽  
Toxic Materials

This green-based catalyst with non-toxic materials and high efficiency is used in organic reactions.

Preparation of palladium nanoparticles using Euphorbia thymifolia L. leaf extract and evaluation of catalytic activity in the ligand-free Stille and Hiyama cross-coupling reactions in water

2015 ◽  
Vol 39 (6) ◽  
pp. 4745-4752 ◽  
Author(s):  
Mahmoud Nasrollahzadeh ◽  
S. Mohammad Sajadi ◽  
Ebrahim Honarmand ◽  
Mehdi Maham
Keyword(s):  
Palladium Nanoparticles ◽  
Leaf Extract ◽  
High Efficiency ◽  
Cross Coupling ◽  
Coupling Reactions ◽  
Reaction Products ◽  
Cross Coupling Reactions ◽  
Ligand Free ◽  
Toxic Organic Solvents ◽  
Very High

The yields of the reaction products were very high and no toxic organic solvents were needed in this method. The high efficiency of the catalyst remains unaltered even after five successive cycles.

Cu(I)–PNF, an organic-based nanocatalyst, catalyzed C–O and C–S cross-coupling reactions

2019 ◽  
Vol 97 (1) ◽  
pp. 46-52 ◽  
Author(s):  
Zahra Taherinia ◽  
Arash Ghorbani-Choghamarani
Keyword(s):  
Catalytic Activity ◽  
Self Assembly ◽  
Water Solubility ◽  
High Efficiency ◽  
Low Cost ◽  
Cross Coupling ◽  
Coupling Reactions ◽  
Catalytic Systems ◽  
Highly Efficient ◽  
Cross Coupling Reactions

Peptide nanofiber has been prepared via a self-assembly protocol and decorated with Cu(I) to prepare a nanostructural catalyst. The catalytic activity of this prepared nanomaterial (Cu(I)–PNF) was examined in C–O and C–S cross-coupling reactions. Compared with conventional copper–ligand catalytic systems, CuNP–PNF has unique advantages such as water solubility, high efficiency, and low cost, which makes it a highly efficient and beneficial catalyst to reuse in cross-coupling reactions.

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