Biaryl Construction Based on Nickel-Catalyzed C–O Bond Activation

Synlett ◽  
2021 ◽  
Author(s):  
Feng Liu ◽  
Haiyan Diao ◽  
Zhangjie Shi
Keyword(s):  
Recent Progress ◽  
Bond Activation ◽  
Nickel Catalysis ◽  
Structural Units ◽  
Direct Construction ◽  
Biaryl Synthesis ◽  
Oxygen Bond ◽  
Biaryl Compounds

AbstractNickel-catalyzed carbon–oxygen bond activation is one of the most powerful strategies for the direct construction of various biaryl compounds. Under nickel catalysis, efficiently produced and naturally abundant arenol-based electrophiles can be activated and coupled with different aryl nucleophiles, including nucleophiles containing magnesium, zinc, boron, etc., to produce biaryl structural units. This Account summarizes recent progress on biaryl synthesis via nickel-catalyzed C–O bond activation.1 Introduction2 Coupling of Arenols and Arenol Derivatives with Aryl Magnesium Reagents3 Coupling of Arenols and Arenol Derivatives with Aryl Zinc Reagents4 Coupling of Arenols and Arenol Derivatives with Aryl Boron Reagents5 Others6 Conclusion

scholarly journals Nickel-Catalyzed Ipso-Borylation of Silyloxyarenes via C–O Bond Activation

2021 ◽  
Author(s):  
Wesley Pein ◽  
Eric Wiensch ◽  
John Montgomery
Keyword(s):  
Bond Activation ◽  
Cross Coupling ◽  
Coupling Reactions ◽  
Nickel Catalysis ◽  
Silyl Ethers ◽  
Cross Coupling Reactions ◽  
Boronic Esters ◽  
Directing Group ◽  
Aromatic Systems ◽  
Oxygen Bond

A mild method to convert silyloxyarenes to pinacol boronic esters using nickel catalysis is described. In contrast to other borylation protocols of relatively inert C–O bonds, the method is competent in activating the carbon-oxygen bond of silyloxyarenes in isolated aromatic systems lacking a directing group. The catalytic functionalization of benzyl silyl ethers was also achieved under these conditions. Orthogonal reactivity of silyloxyarenes vs other electrophiles was demonstrated in the case of several cross-coupling reactions wherein the unaffected silyloxarene could be functionalized subsequently.

scholarly journals Nickel-Catalyzed Ipso-Borylation of Silyloxyarenes via C–O Bond Activation

2021 ◽  
Author(s):  
Wesley Pein ◽  
Eric Wiensch ◽  
John Montgomery
Keyword(s):  
Bond Activation ◽  
Cross Coupling ◽  
Coupling Reactions ◽  
Nickel Catalysis ◽  
Silyl Ethers ◽  
Cross Coupling Reactions ◽  
Boronic Esters ◽  
Directing Group ◽  
Aromatic Systems ◽  
Oxygen Bond

A mild method to convert silyloxyarenes to pinacol boronic esters using nickel catalysis is described. In contrast to other borylation protocols of relatively inert C–O bonds, the method is competent in activating the carbon-oxygen bond of silyloxyarenes in isolated aromatic systems lacking a directing group. The catalytic functionalization of benzyl silyl ethers was also achieved under these conditions. Orthogonal reactivity of silyloxyarenes vs other electrophiles was demonstrated in the case of several cross-coupling reactions wherein the unaffected silyloxarene could be functionalized subsequently.

scholarly journals C–H bond activation in light alkanes: a theoretical perspective

2021 ◽  
Vol 50 (7) ◽  
pp. 4299-4358
Author(s):  
Yalan Wang ◽  
Ping Hu ◽  
Jia Yang ◽  
Yi-An Zhu ◽  
De Chen
Keyword(s):  
Recent Progress ◽  
Bond Activation ◽  
Theoretical Perspective ◽  
Light Alkanes ◽  
Computational Catalysis

This review describes the recent progress in computational catalysis that has addressed the C–H bond activation of light alkanes.

Chromium-Catalyzed Cross-Couplings and Related Reactions

Synthesis ◽  
2019 ◽  
Vol 51 (10) ◽  
pp. 2100-2106 ◽  
Author(s):  
Jie Li ◽  
Paul Knochel
Keyword(s):  
Transition Metal ◽  
Recent Progress ◽  
Short Review ◽  
High Price ◽  
Nickel Catalysis ◽  
Catalytic Reactivity ◽  
Transition Metal Catalyzed ◽  
Low Valent ◽  
Metal Catalyzed ◽  
Remarkable Progress

Transition-metal-catalyzed cross-couplings have been recognized as a powerful tool for sustainable syntheses. Despite the fact that remarkable progress was achieved by palladium and nickel catalysis, the high price and toxicity still remained a drawback. Recently, naturally more abundant and less toxic low-valent chromium salts, such as Cr(II) and Cr(III) chlorides, displayed notable unique catalytic reactivity. Thus, recent progress in the field of chromium-catalyzed cross-couplings and related reactions are highlighted in the present short review until December­ 2018.1 Introduction and Early Chromium-Mediated Reactions2 Chromium-Catalyzed Cross-Couplings and Related Reactions3 Conclusion

Investigations Directed at Catalytic Carbon−Carbon and Carbon−Oxygen Bond Formation via C−H Bond Activation

2007 ◽  
Vol 26 (20) ◽  
pp. 4881-4889 ◽  
Author(s):  
Ian J. Blackmore ◽  
Christopher J. Semiao ◽  
Miriam S. A. Buschhaus ◽  
Brian O. Patrick ◽  
Peter Legzdins
Keyword(s):  
Bond Activation ◽  
Bond Formation ◽  
Oxygen Bond

Carbon–Oxygen Bond Activation in Esters by Platinum(0): Cleavage of the Less Reactive Bond

2012 ◽  
Vol 31 (14) ◽  
pp. 5018-5024 ◽  
Author(s):  
Kimberly A. Manbeck ◽  
Sabuj Kundu ◽  
Aaron P. Walsh ◽  
William W. Brennessel ◽  
William D. Jones
Keyword(s):  
Bond Activation ◽  
Oxygen Bond
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