scholarly journals Investigation of Organoiron Catalysis in Kumada–Tamao–Corriu-Type Cross-Coupling Reaction Assisted by Solution-Phase X-ray Absorption Spectroscopy

2015 ◽  
Vol 88 (3) ◽  
pp. 410-418 ◽  
Author(s):  
Hikaru Takaya ◽  
Sho Nakajima ◽  
Naohisa Nakagawa ◽  
Katsuhiro Isozaki ◽  
Takahiro Iwamoto ◽  
...  
2018 ◽  
Vol 140 (26) ◽  
pp. 8206-8217 ◽  
Author(s):  
Ning Yuan ◽  
Vlad Pascanu ◽  
Zhehao Huang ◽  
Alejandro Valiente ◽  
Niclas Heidenreich ◽  
...  

Materials ◽  
2020 ◽  
Vol 13 (24) ◽  
pp. 5627
Author(s):  
Monika Olesiejuk ◽  
Agnieszka Kudelko ◽  
Marcin Świątkowski

An alternative approach to the Suzuki cross-coupling reaction is used to synthesize a series of new luminophores based on 4-alkyl-4H-1,2,4-triazole cores conjugated via 1,4-phenylene linker to fused-bicyclic and tricyclic aromatic, or heteroaromatic arrangements. The described methodology allows one to conduct the coupling reaction with the use of commercially available boronic acids in the presence of conventional solvents or ionic liquids and produced excellent yields. It was found that the use of ultrasounds or microwaves significantly accelerates the reaction. The obtained compounds exhibited high luminescent properties and a large quantum yield of emitted photons. The X-ray molecular structures of three highly conjugated 4H-1,2,4-triazole representatives are also presented.


2010 ◽  
Vol 115 (1) ◽  
pp. 65-69 ◽  
Author(s):  
Mark A. MacDonald ◽  
Peng Zhang ◽  
Ning Chen ◽  
Huifeng Qian ◽  
Rongchao Jin

2021 ◽  
Author(s):  
Kimia Hoseinzade ◽  
Seyed Ali Mousavi-Mashhadi ◽  
Ali Shiri

Abstract Immobility of copper on magnetic nanoparticles was performed using surface rectification of Fe3O4 with Agar. The magnetic Fe3O4@Agar-Cu nanocatalyst was prepared and entirely characterized by different analyses such as Fourier transform infrared (FT‐IR), X‐ray diffraction (XRD), scanning electron microscopy (SEM), transmission electron microscopy (TEM), vibrating sample magnetometry (VSM), energy dispersive X-ray (EDX), thermogravimetric (TGA), and inductively coupled plasma (ICP). The nanocatalyst was applied in C-N bond formation through the cross-coupling reaction of aryl halides with primary or secondary amines in water as a green medium known as the Buchwald-Hartwig reaction. The results of the Buchwald-Hartwig reaction by Fe3O4@Agar-Cu magnetic nanoparticles as catalyst demonstrate excellent activity and stability in water. Moreover, this catalyst can be recycled several times without considerable loss in its activity.


Crystals ◽  
2020 ◽  
Vol 10 (9) ◽  
pp. 770
Author(s):  
Igor Zayakin ◽  
Irina Bagryanskaya ◽  
Dmitri Stass ◽  
Maxim Kazantsev ◽  
Evgeny Tretyakov

We synthesized two new organogold derivatives of a nitronyl nitroxide (NN) with phosphine ligands, namely NN-Au-PtBuPh2 and NN-Au-PtBu2Ph. They were characterized by X-ray diffraction analysis, cyclic voltammetry, and ESR, IR, and UV/Vis spectroscopy. The X-ray structural analysis revealed a tendency of the NN moiety to form a large number of short intermolecular contacts. This phenomenon is related to the anionic nature of the paramagnetic group NN, as evidenced by a significantly lower oxidation potential in comparison with purely organic derivatives of NN radicals. The cross-coupling reaction of NN-Au-PPh3, NN-Au-PtBuPh2, or NN-Au-PtBu2Ph with an activated bromoarene, namely, p-BrC6H4NO2, was investigated. It was shown that regardless of the presence of the bulky tert-butyl substituent, all gold derivatives have similar activities in the cross-coupling reaction and give a cross-coupling product, NN-C6H4NO2, with comparable yields.


2017 ◽  
Vol 2017 ◽  
pp. 1-9 ◽  
Author(s):  
M. L. Mota González ◽  
A. Carrillo Castillo ◽  
R. C. Ambrosio Lázaro ◽  
J. Flores Méndez ◽  
Mario Moreno ◽  
...  

We report the synthesis, characterization, and the thermotropic and photoluminescence properties of dialkoxyterphenyls with (T12-CN and T12-2CN) and without (T12) nitrile groups. These terphenyls were prepared through the Suzuki-Miyaura cross-coupling reaction using a palladium-based catalyst. The products obtained were analyzed as powders or after being drop-casted or spin-coated on glass. Nuclear Magnetic Resonance (1H NMR) and Fourier Transform Infrared (FTIR) spectroscopy techniques confirmed the structure and purity of the synthesized terphenyls. The mesomorphic behavior was studied by differential scanning calorimetry (DSC), polarizing optical microscopy (POM), and X-ray diffraction (XRD). T12 developed various mesophases, whereas T12-CN and T12-2CN displayed one single mesophase of low order over a wide temperature range. The films topology was studied by AFM and the optical properties were determined by ultraviolet-visible (UV-Vis) spectroscopy and spectrofluorometry. Higher roughness was found for the films prepared with the asymmetric terphenyl (T12-CN). The photoluminescence (PL) spectrum obtained for the asymmetric terphenyl (T12-CN) exhibited the expected characteristics with an emission band centered at 381 nm and an overtone around 760 nm.


2018 ◽  
Vol 14 ◽  
pp. 2384-2393
Author(s):  
Piotr Pomarański ◽  
Piotr Roszkowski ◽  
Jan K Maurin ◽  
Armand Budzianowski ◽  
Zbigniew Czarnocki

Background: Atropisomers are very interesting stereoisomers having axial chirality resulting from restricted rotation around single bonds and are found in various classes of compounds. ortho-Substituted arylpyridines are an important group of them. A regio- and atropselective Suzuki–Miyaura cross-coupling reaction on 3,4,5-tribromo-2,6-dimethylpyridine was studied. Results: Reactions with various amounts of ortho-substituted phenylboronic acids with 3,4,5-tribromo-2,6-dimethylpyridine gave a series of mono- di- and triarylpyridine derivatives which allowed to draw conclusions about the order of substitution. Also, the observed selectivity in the case of ortho-methoxyphenylboronic acid suggested an additional metal O-chelation effect in the transition state, apparently not present in the ortho-chloro analogues. The rotational barrier in selected atropisomers was determined on the basis of HT NMR and thermal epimerisation experiments. The structure of most presented atropisomeric derivatives of 2,6-dimethylpyridine was confirmed by single-crystal X-ray analysis. Racemic chiral, differently substituted atropisomers were also examined by 1H NMR spectroscopy in the presence of a chiral solvating agent. Conclusion: This regio- and atropselectivity may be generally applicable to other arylpyridine systems. A regio- and atropselective Suzuki–Miyaura cross-coupling process has been observed, giving an efficient access to a class of atropisomeric compounds. An opposite selectivity using a differently ortho-substituted phenylbornic acid was observed.


RSC Advances ◽  
2015 ◽  
Vol 5 (45) ◽  
pp. 35958-35965 ◽  
Author(s):  
Shuang Men ◽  
Kevin R. J. Lovelock ◽  
Peter Licence

The anion of an ionic liquid can significantly influence the electronic environment of a metal centre, and thus impact upon reaction performance in a model Suzuki cross coupling reaction.


2016 ◽  
Vol 52 (19) ◽  
pp. 3734-3749 ◽  
Author(s):  
Jeongho Kim ◽  
Kyung Hwan Kim ◽  
Key Young Oang ◽  
Jae Hyuk Lee ◽  
Kiryong Hong ◽  
...  

TRXL and TRXAS are powerful techniques for real-time probing of structural and electronic dynamics of photoinduced reactions in solution phase.


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