Nickel Bromide Bipyridine

Durandetti, Muriel; Maddaluno, Jacques

doi:10.1002/047084289x.rn01736

Cited by 3 publications

(2 citation statements)

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“…After the addition of 2d , the intensities of the cathode peaks (C1 and C2) were significantly increased with the disappearance of anode signals, indicating the oxidative addition of the low-valent nickel catalyst to the Ar–Br bond (Figure b). Meanwhile, a new pair of reversible redox peaks were also observed at E red3 = −1.61 V and E ox3 = −1.51 V, which were assigned to the redox behavior of the oxidative addition product . In addition, the cathode potential also remained at −1.17 V during the electrolysis, which coincides with the initial potential of the C1 peak.…”

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Aminomethylation of Aryl Bromides by Nickel-Catalyzed Electrochemical Redox Neutral Cross Coupling

Hong

Yao

et al. 2021

Org. Lett.

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We develop an electrochemical nickel-catalyzed aminomethylation of aryl bromides under mild conditions. The convergent paired electrolysis makes full use of anode and cathode processes, free of a terminal oxidant, a sacrificial anode, a metal reductant, and a prefunctionalized radical precursor. In addition, this method exhibits wide functional group tolerance (63 examples), including some sensitive substituents and aromatic heterocycles. This redox neutral cross coupling provides a more environmentally friendly and synthetic practical protocol for forging C(sp 2 )−C(sp 3 ) bonds.

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“…Therefore, the regenerated nickel catalyst at the C1 peak is the active catalyst. Both one-electron and two-electron reductions , of the C1 peak to generate Ni(I) L and Ni(0) L were interpreted.…”

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Aminomethylation of Aryl Bromides by Nickel-Catalyzed Electrochemical Redox Neutral Cross Coupling

Hong

Yao

et al. 2021

Org. Lett.

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Cyclohexanediylbis(nitrilomethylidyne)]bis[4,6‐bis(1,1‐dimethylethyl)‐phenolato]](2‐)‐ N , N ^′ , O , O ^′ ]‐,[SP‐4‐2‐(1 R ‐ trans )]‐; N , N ^′ ‐bis(3,5‐di‐ tert ‐bu

Spivey

Tseng

Matos

et al. 2021

Encyclopedia of Reagents for Organic Synthesis

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Direct Carboxylation of Aryl Tosylates by CO₂ Catalyzed by In situ‐Generated Ni⁰

Rebih

Andreini

Moncomble

et al. 2015

Chemistry A European J

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A novel Ni(0) -catalyzed carboxylation of aryl tosylates with carbon dioxide has been achieved under moderate temperatures and atmospheric pressure. In this procedure, the active Ni(0) species is generated in situ by simply mixing the Ni(0) precatalyst [NiBr2 (bipy)] with an excess of manganese metal. This approach requires neither a glove-box nor the tedious preparation of sophisticated intermediate organometallic derivatives. This mild, convenient, and user-friendly process is successfully applied to the valorization of carbon dioxide and the synthesis of versatile reactants with broad tolerance of substituents.

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Nickel Bromide Bipyridine

Cited by 3 publications

References 59 publications

Aminomethylation of Aryl Bromides by Nickel-Catalyzed Electrochemical Redox Neutral Cross Coupling

Aminomethylation of Aryl Bromides by Nickel-Catalyzed Electrochemical Redox Neutral Cross Coupling

Cyclohexanediylbis(nitrilomethylidyne)]bis[4,6‐bis(1,1‐dimethylethyl)‐phenolato]](2‐)‐ N , N ^′ , O , O ^′ ]‐,[SP‐4‐2‐(1 R ‐ trans )]‐; N , N ^′ ‐bis(3,5‐di‐ tert ‐bu

Direct Carboxylation of Aryl Tosylates by CO₂ Catalyzed by In situ‐Generated Ni⁰

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Nickel Bromide Bipyridine

Cited by 3 publications

References 59 publications

Aminomethylation of Aryl Bromides by Nickel-Catalyzed Electrochemical Redox Neutral Cross Coupling

Aminomethylation of Aryl Bromides by Nickel-Catalyzed Electrochemical Redox Neutral Cross Coupling

Cyclohexanediylbis(nitrilomethylidyne)]bis[4,6‐bis(1,1‐dimethylethyl)‐phenolato]](2‐)‐ N , N ′ , O , O ′ ]‐,[SP‐4‐2‐(1 R ‐ trans )]‐; N , N ′ ‐bis(3,5‐di‐ tert ‐bu

Direct Carboxylation of Aryl Tosylates by CO2 Catalyzed by In situ‐Generated Ni0

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Cyclohexanediylbis(nitrilomethylidyne)]bis[4,6‐bis(1,1‐dimethylethyl)‐phenolato]](2‐)‐ N , N ^′ , O , O ^′ ]‐,[SP‐4‐2‐(1 R ‐ trans )]‐; N , N ^′ ‐bis(3,5‐di‐ tert ‐bu

Direct Carboxylation of Aryl Tosylates by CO₂ Catalyzed by In situ‐Generated Ni⁰