Synthesis of Trisubstituted Hydrazine via MnO2-Promoted Oxidative Coupling of N,N-Disubstituted Hydrazine and Boronic Ester

2021 ◽  
Author(s):  
Jiaoyang Wang ◽  
Danfeng Wang ◽  
Xiaofeng Tong
Keyword(s):  
Oxidative Coupling ◽  
Coupling Process ◽  
Boronic Ester

A MnO2-promoted oxidative coupling process between N,N-disubstituted hydrazine and boronic ester is reported. 1,1-Diazene species is firstly generated on oxidation of hydrazine substrate in the presence of MnO2 and then...

Methanol as a Formylating Agent in Nitrogen Heterocycles

2021 ◽  
Author(s):  
Zhengbao Xu ◽  
Lizhi Zhang
Keyword(s):  
Oxidative Coupling ◽  
Nitrogen Heterocycles ◽  
Coupling Process

A radical mediated C-H direct formylation of N-heteroarenes with methanol is reported. The reaction features a novel iron-catalyzed Minisci oxidative coupling process using commercially available methanol as a formylated reagent....

Optimization of Peroxidase-Catalyzed Oxidative Coupling Process for Phenol Removal from Wastewater Using Response Surface Methodology

2007 ◽  
Vol 41 (20) ◽  
pp. 7073-7079 ◽  
Author(s):  
Salehe Ghasempur ◽  
Seyed-Fakhreddin Torabi ◽  
Seyed-Omid Ranaei-Siadat ◽  
Mehdi Jalali-Heravi ◽  
Nasser Ghaemi ◽  
...  
Keyword(s):  
Response Surface Methodology ◽  
Response Surface ◽  
Oxidative Coupling ◽  
Phenol Removal ◽  
Coupling Process

On the Formation of Mauvein: Mechanistic Considerations and Preparative Results

2009 ◽  
Vol 64 (6) ◽  
pp. 747-755 ◽  
Author(s):  
Christoph Heichert ◽  
Horst Hartmann
Keyword(s):  
Oxidative Coupling ◽  
Acidic Solution ◽  
Coupling Reaction ◽  
Coupling Reactions ◽  
Oxidizing Agent ◽  
Detailed Mechanism ◽  
Coupling Process ◽  
Aniline Derivatives ◽  
Phenazine Derivative ◽  
Different Types

The reaction of aniline (AH2) with an oxidizing agent in acidic solution gives rise to the formation of a mixture of products containing, besides a variety of oligoanilines named as Aniline Black or Polyaniline, Mauvein as a deeply purple phenazine derivative. Although this Mauvein synthesis was developed by W.H. Perkin more than 150 years ago and has opened the era of industrial dyestuff chemistry, the detailed mechanism of this reaction has remained rather unclear until today. The elucidation of the mechanism of the Mauvein formation as an oxidative coupling process of AH2 is hindered by the fact that several different types of coupling reactions occur simultaneously. Among them the C,N-coupling reaction is the most important one and responsible for the formation of Polyaniline and Mauvein. It gives rise to the formation of, e. g. 2 different aniline dimers, 7 trimers and more than 20 tetramers including Mauvein as one representative of these tetramers. In the present study, the oxidative coupling of a mixture of AH2 and 4-amino-4`-(N-anilino)-diphenylamine (TaH2) as one of the aniline trimers was studied in more detail. The reaction leads to the formation of Mauvein in satisfactory yields and, after some manipulations, widely free of byproducts. By using simple aniline derivatives as co-reagents in the oxidative coupling with TaH2, the reaction can be extended to the synthesis of different Mauvein derivatives most of which have been unknown to date.

A multi-perspectives analysis of methane oxidative coupling process based on miniplant-scale experimental data

2019 ◽  
Vol 151 ◽  
pp. 56-69 ◽  
Author(s):  
Hamid Reza Godini ◽  
Mohammadreza Azadi ◽  
Alberto Penteado ◽  
Mohammadali Khadivi ◽  
Günter Wozny ◽  
...  
Keyword(s):  
Experimental Data ◽  
Oxidative Coupling ◽  
Methane Oxidative Coupling ◽  
Coupling Process

scholarly journals Methane oxidative coupling process for producing ethylene from fossil- and bio-based methane

2018 ◽  
Vol 90 (9) ◽  
pp. 1135-1136
Author(s):  
H. R. Godini ◽  
A. Penteado ◽  
M. Khadivi ◽  
M. Azadi ◽  
T. Karsten ◽  
...  
Keyword(s):  
Oxidative Coupling ◽  
Methane Oxidative Coupling ◽  
Coupling Process

scholarly journals Organocatalytic Asymmetric Formal Oxidative Coupling for the Construction of All-Aryl Quaternary Stereocenters

2021 ◽  
Author(s):  
Zhiyang Li ◽  
Yichen Li ◽  
Xingguang Li ◽  
Mandi Wu ◽  
Ming-Liang He ◽  
...  
Keyword(s):  
Oxidative Coupling ◽  
Coupling Process ◽  
Dehydrogenative Coupling ◽  
Catalytic Asymmetric ◽  
Quaternary Stereocenters

A new catalytic asymmetric formal cross dehydrogenative coupling process for the construction of all-aryl quaternary stereocenters is disclosed, which provides access to the rarely explored chiral tetraarylmethanes with excellent enantioselectivity....

An Unprecedented Cyano-Induced Sodium Nitrite-Catalyzed C(sp3)-H and C(sp2)-H Coupling Reaction

2018 ◽  
Vol 15 (7) ◽  
pp. 989-994 ◽  
Author(s):  
Ling Li ◽  
Bo Su ◽  
Yuxiu Liu ◽  
Qingmin Wang
Keyword(s):  
Sodium Nitrite ◽  
Oxidative Coupling ◽  
High Resolution Mass Spectrometry ◽  
Coupling Reaction ◽  
13C Nmr Spectroscopy ◽  
Coupling Reactions ◽  
Reaction Conditions ◽  
1H And 13C Nmr ◽  
Oxidative Coupling Reaction ◽  
Oxidative Coupling Reactions

Aim and Objective: During the investigation of sodium nitrite-catalyzed oxidative coupling reaction of aryls, an unprecedented C(sp2)-H and C(sp3)-H coupling of substituted 2-aryl acetonitrile was found. Materials and Methods: The structure of the coupled product was confirmed by 1H and 13C NMR spectroscopy and high-resolution mass spectrometry (HRMS), and comparison of its derivatives with known compounds. The effects of methoxy group in the benzene ring on the reaction were evaluated. Results: The optimized reaction conditions are summarized as follows: CF3SO3H/substrate = 1.5 equiv., NaNO2/substrate = 0.3 equiv., CH3CN as solvent. 2-(4-Methoxyphenyl)acetonitrile and 2-(3,4,5- trimethoxyphenyl)acetonitrile could also generate C(sp2)-H and C(sp3)-H coupling. The coupling reaction occurred as a typical radial mechanism. Conclusion: An unprecedented cyano-induced, NaNO2-catalyzed oxidative C(sp3)-H and C(sp2)-H coupling was reported. The reaction proceeded under very mild conditions, using O2 in the air as terminal oxidant. The unique oxidative manner might provide more inspiration for the development of intriguing oxidative coupling reactions.

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