Trans-chloro-(1-naphthyl)bis[tris-(4-methoxyphenyl)phosphane]-nickel(II) catalyzed Suzuki-Miyaura coupling of aryl chlorides with phenylboronic acid

Zheng, Xueli; Yang, Qin; Li, Ziyao; Zhu, Zhu; Cui, Xiaoyu; Fu, Haiyan; Chen, Hua; Li, Ruixiang

doi:10.1016/j.catcom.2014.08.010

Cited by 7 publications

(1 citation statement)

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“…Ni II complexes with monodentate phosphanes are used for different purposes, for example, for nickel-based catalysts. For that reason, several Ni-phosphane complexes are described in the literature [18][19][20][21]. 2, where tsac = thiosaccharinate anion, PPh 3 = triphenylphosphane and dppe = bis(diphenylphosphanyl)ethane, were synthesized and well characterized, with their crystal structures determined.…”

Section: Introductionmentioning

confidence: 99%

Ni-thiosaccharinate complexes: Synthesis, characterization and DFT studies. Biological properties as superoxide dismutase mimetics and as anti-carcinogenic agents

Delgado

Nicova

Agotegaray

et al. 2019

Inorganica Chimica Acta

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Section: Introductionmentioning

confidence: 99%

Ni-thiosaccharinate complexes: Synthesis, characterization and DFT studies. Biological properties as superoxide dismutase mimetics and as anti-carcinogenic agents

Delgado

Nicova

Agotegaray

et al. 2019

Inorganica Chimica Acta

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Palladium–S‐propyl‐2‐aminobenzothioate immobilized on Fe₃O₄ magnetic nanoparticles as catalyst for Suzuki and Heck reactions in water or poly(ethylene glycol)

Ghorbani‐Choghamarani

Tahmasbi

Moradi

2016

Applied Organom Chemis

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A moisture‐ and air‐stable heterogenized palladium catalyst was synthesized by coordination of palladium with S‐propyl‐2‐aminothiobenzamide supported on Fe3O4 magnetic nanoparticles. The prepared nanocatalyst was characterized using Fourier transform infrared, energy‐dispersive X‐ray and inductively coupled plasma atomic emission spectroscopies, X‐ray diffraction, vibrating sample magnetometry, transmission and scanning electron microscopies, dynamic laser scattering and thermogravimetric analysis. This catalyst could be dispersed homogeneously in water or poly(ethylene glycol) and further applied as an excellent nano‐organometal catalyst for Suzuki and Heck reactions. The catalyst was easily separated with the assistance of an external magnet from the reaction mixture and reused for several consecutive runs without significant loss of its catalytic efficiency or palladium leaching. The leaching of catalyst was examined using hot filtration and inductively coupled plasma atomic emission spectroscopy. Also, the effects of various reaction parameters on the Suzuki and Heck reactions are discussed. Copyright © 2016 John Wiley & Sons, Ltd.

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Catalytic and Mechanistic Developments of the Nickel(II) Pincer Complex‐Catalyzed Hydroarsination Reaction

Tay

Yang

et al. 2019

Chemistry A European J

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Synthetic challengesh ave significantly slowed the development of the catalytic asymmetrich ydroarsination reaction despite it being ah ighly attractive CÀAs bond formation methodology.Ina ddition, there is ap oor understanding of the main reactions teps in such reactions which limit further developmenti nt he field.H erein, key intermediates of the hydroarsination reactionc atalyzed by aP CP Ni II -Cl pincer complex are presentedu pon investigating the reactionw ith DFT calculations, conductivity measurements, NMR spectros-copy,a nd catalytic screening.T he novel Ni-Cl-As interaction proposed was then contrasted against known Ni II -catalyzed hydrophosphination reactions to highlight dissimilaritiesb etweent hem even though Pa nd As share ac lose group relationship. Lastly,t he asymmetrich ydroarsination of nitroolefins was further developed to furnish al ibrary of chiral organoarsines in up to 99 %y ield and 80 % ee under mild conditions (À20 8CtoR T) between 5t o2 10 mins.[a] W.Product 5b:White solid;the ee was determined on aDaicel Chiralpak ID column with n-hexane/2-propanol = 99:1, flow = 0.8 mL min À1 ,w avelength = 254 nm;r etention times:8 .7 (minor), 9.6 min (major); 1 HNMR (CD 3 CN, 500 MHz): d = 7. 15 H, Ar), 4.98 (dd, 1H, 3 J HH = 13.1, 3 J HH = 13.1 Hz, AsCH), 4.62 (dd, 1H, 3 J HH = 13.6, 2 J HH = 3.8 Hz, NCH), 4.38 ppm (dd, 1H, 3 J HH = 12.6 Hz, 2 Conflict of interestThe authors declare no conflict of interest.

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Trans-chloro-(1-naphthyl)bis[tris-(4-methoxyphenyl)phosphane]-nickel(II) catalyzed Suzuki-Miyaura coupling of aryl chlorides with phenylboronic acid

Cited by 7 publications

References 29 publications

Ni-thiosaccharinate complexes: Synthesis, characterization and DFT studies. Biological properties as superoxide dismutase mimetics and as anti-carcinogenic agents

Ni-thiosaccharinate complexes: Synthesis, characterization and DFT studies. Biological properties as superoxide dismutase mimetics and as anti-carcinogenic agents

Palladium–S‐propyl‐2‐aminobenzothioate immobilized on Fe₃O₄ magnetic nanoparticles as catalyst for Suzuki and Heck reactions in water or poly(ethylene glycol)

Catalytic and Mechanistic Developments of the Nickel(II) Pincer Complex‐Catalyzed Hydroarsination Reaction

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Trans-chloro-(1-naphthyl)bis[tris-(4-methoxyphenyl)phosphane]-nickel(II) catalyzed Suzuki-Miyaura coupling of aryl chlorides with phenylboronic acid

Cited by 7 publications

References 29 publications

Ni-thiosaccharinate complexes: Synthesis, characterization and DFT studies. Biological properties as superoxide dismutase mimetics and as anti-carcinogenic agents

Ni-thiosaccharinate complexes: Synthesis, characterization and DFT studies. Biological properties as superoxide dismutase mimetics and as anti-carcinogenic agents

Palladium–S‐propyl‐2‐aminobenzothioate immobilized on Fe3O4 magnetic nanoparticles as catalyst for Suzuki and Heck reactions in water or poly(ethylene glycol)

Catalytic and Mechanistic Developments of the Nickel(II) Pincer Complex‐Catalyzed Hydroarsination Reaction

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Product

Resources

About

Palladium–S‐propyl‐2‐aminobenzothioate immobilized on Fe₃O₄ magnetic nanoparticles as catalyst for Suzuki and Heck reactions in water or poly(ethylene glycol)