- Design of an Electron-Withdrawing Benzonitrile Ligand for Ni-Catalyzed Cross-Coupling Involving Tertiary Nucleophiles
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The design of new ligands for cross-coupling is essential for developing new catalytic reactions that access valuable products such as pharmaceuticals. In this report, we exploit the reactivity of nitrile-containing additives in Ni catalysis to design a benzonitrile-containing ligand for cross-coupling involving tertiary nucleophiles. Kinetic and Hammett studies are used to elucidate the role of the optimized ligand, which demonstrate that the benzonitrile moiety acts as an electron-acceptor to promote reductive elimination over β-hydride elimination and stabilize low-valent Ni. With these conditions, a protocol for decyanation-metalation and Ni-catalyzed arylation is conducted, enabling access to quaternary α-arylnitriles from disubstituted malononitriles.
- Edjoc, Racquel K.,Mills, L. Reginald,Rousseaux, Sophie A. L.
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supporting information
p. 10422 - 10428
(2021/07/26)
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- Synthesis of substituted isoquinolines via Pd-catalyzed cross-coupling approaches
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Palladium complexes incorporating ligands based on a 1,3,5,7-tetramethyl-2, 4,8-trioxa-6-phosphaadamantanyl scaffold were used to catalyze the arylation of ethyl cyanoacetate, malononitrile, and various ketones. The products from these reactions can be el
- Todorovic, Nick,Awuah, Emelia,Albu, Silvia,Ozimok, Cory,Capretta, Alfredo
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supporting information; experimental part
p. 6180 - 6183
(2012/01/03)
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- A New Method of Synthesis of Arylmalononitriles catalysed by a Palladium Complex
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Arylmalononitriles are prepared in good yields using a palladium-catalysed coupling reaction between aryl halides and malononitrile.
- Uno, Mitsunari,Seto, Koji,Takahashi, Shigetoshi
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p. 932 - 933
(2007/10/02)
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