1247758-32-2Relevant academic research and scientific papers
A Molecular/Heterogeneous Nickel Catalyst for Suzuki-Miyaura Coupling
Key, Ryan J.,Tengco, John Meynard M.,Smith, Mark D.,Vannucci, Aaron K.
, p. 2007 - 2014 (2019)
A molecular/heterogeneous catalyst motif based on an earth abundant nickel catalyst and SiO2 support has been designed and synthesized. Characterization and catalytic testing indicate that the molecular nickel catalyst [(2,2′:6′,2′′-terpyridine-4′-benzoic acid)Ni(II)]Cl2 attached to a high surface area SiO2 support is the active cross-coupling catalyst and increased product yields are a result of increased molecular stability of the catalyst while attached to the SiO2 support. This molecular/heterogeneous motif is easily separated from reaction mixtures and can be recycled for multiple catalytic reactions. The catalyst is active for Suzuki-Miyaura catalysis at catalyst loadings as low as 0.1 mol %, and turnover numbers nearing 2000 have been achieved.
Air-Stable Secondary Phosphine Oxides for Nickel-Catalyzed Cross-Couplings of Aryl Ethers by C-O Activation
Ghorai, Debasish,Loup, Joachim,Zanoni, Giuseppe,Ackermann, Lutz
, p. 429 - 432 (2019)
Air- and moisture-stable secondary phosphine oxides (SPOs) enabled nickel-catalyzed Kumada-Corriu cross-couplings of various arylmethyl ethers at room temperature by challenging C-O activation.
Nickel Carbodicarbene Catalyzes Kumada Cross-Coupling of Aryl Ethers with Grignard Reagents through C–O Bond Activation
Ambre, Ram,Yang, Hsuan,Chen, Wen-Ching,Yap, Glenn P. A.,Jurca, Titel,Ong, Tiow-Gan
, p. 3511 - 3517 (2019/08/12)
The development of a cross-coupling reaction protocol between aryl ethers and Grignard reagents catalyzed by carbodicarbene (CDC) nickel complexes to afford biaryl compounds through C–O cleavage is reported. Aromatic substrates featuring a broad range of electron neutral, donating, or withdrawing groups are introduced at the desired position. The method has proven effective over a wide range of naphthyl methyl ethers, anisoles, and Grignard reagents. The robustness of the protocol is validated by performing multiple cleavage reactions, gram scale synthesis, and arylation of a dimethoxy esterdiol derivative.
Practical Cross-Coupling between O-Based Electrophiles and Aryl Bromides via Ni Catalysis
Cao, Zhi-Chao,Luo, Qin-Yu,Shi, Zhang-Jie
supporting information, p. 5978 - 5981 (2016/12/09)
Cross-coupling of various O-based electrophiles with aryl bromides was developed through Ni-catalyzed C-O activation in the presence of magnesium. Beside carboxylates, carbamates, and ethers, phenols exhibited excellent reactivity under modified conditions. This chemistry was featured as a simple and environmentally benign process with low catalyst loading and easy manipulations. The method exhibited broad substrate scopes.
Transition-metal-catalyzed cross-couplings of aryl tosylates or mesylates with organoindium reagents
Zhang, Liang,Luo, Yong,Wu, Jie
supporting information; experimental part, p. 1845 - 1848 (2010/10/02)
The first example of transition-metal-catalyzed cross-coupling reactions of aryl tosylates or mesylates with organoindium compounds is described. The desired carbon-carbon bond formation proceeds under mild conditions to generate the coupling products in
