- Nickel-Catalyzed Reaction of Aryl 2-Pyridyl Ethers with Silylzinc Chlorides: Silylation of Aryl 2-Pyridyl Ethers via Cleavage of the Carbon?Oxygen Bond
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Ni-catalyzed C?O(Py) bond activation and silylation of aryl 2-pyridyl ethers with silylzinc chlorides were carried out. This protocol allowed the 2-pyridyloxy group to be substituted by a silyl group with short reaction times, mild reaction conditions, and good compatibility of functional groups. (Figure presented.).
- Kong, Ying-Ying,Wang, Zhong-Xia
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- P-Silylation of Arenes via Organic Photoredox Catalysis: Use of p-Silylated Arenes for Exclusive o-Silylation, o-Acylation, and o-Alkylation Reactions
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Photocatalytic regiospecific p-silylation of arenes has been achieved by the coupling of in situ generated silyl radical with arene radical cation. The strategy involves reductive activation of PhSe-SiR3 and single electron transfer from the electron rich
- Pandey, Ganesh,Tiwari, Sandip Kumar,Singh, Pushpendra,Mondal, Pradip Kumar
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supporting information
p. 7730 - 7734
(2021/10/25)
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- A nickel-catalyzed silylation reaction of alkyl aryl sulfoxides with silylzinc reagents
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Ni(PEt3)Cl2-catalyzed silylation of alkyl aryl sulfoxides with silylzinc reagents was carried out. This protocol allows alkyl aryl sulfoxides to convert to arylsilicon compounds under mild reaction conditions, tolerates a range of functional groups and is suitable for a wide scope of substrates.
- Li, Wei-Ze,Wang, Zhong-Xia
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supporting information
p. 5082 - 5086
(2021/06/21)
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- Nickel-Catalyzed Synthesis of Silanes from Silyl Ketones
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An unprecedented nickel-catalyzed decarbonylative silylation via CO extrusion intramolecular recombination fragment coupling of unstrained and nondirecting group-Assisted silyl ketones is described. The inexpensive and readily available catalyst performs
- Srimontree, Watchara,Lakornwong, Waranya,Rueping, Magnus
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p. 9330 - 9333
(2019/11/19)
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- Catalytic reduction of aryl trialkylammonium salts to aryl silanes and arenes
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A new approach for the reduction of aryl ammonium salts to arenes or aryl silanes using nickel catalysis is reported. This method displays excellent ligand-controlled selectivity based on the N-heterocyclic carbene (NHC) ligand employed. Utilizing a large NHC in non-polar solvents generates aryl silanes, while small NHCs in polar solvents promote reduction to arenes. Several classes of aryl silanes can be accessed from simple aniline building blocks, including those useful for cross-couplings, oxidations, and halogenations. The reaction conditions are mild, functional group tolerant, and provide efficient access to a variety of benzene derivatives.
- Rand, Alexander W.,Montgomery, John
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p. 5338 - 5344
(2019/05/29)
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- Silyldefluorination of Fluoroarenes by Concerted Nucleophilic Aromatic Substitution
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The reaction of readily generated silyl lithium reagents with various aryl fluorides to provide the corresponding aryl silanes is reported. DFT calculations reveal that the nucleophilic aromatic substitution of the fluoride anion by the silyl lithium reagent proceeds through concerted ipso substitution. In contrast to the classical nucleophilic aromatic substitution, this concerted ionic silyldefluorination also occurs on more electron-rich aryl fluorides.
- Mallick, Shubhadip,Xu, Pan,Würthwein, Ernst-Ulrich,Studer, Armido
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supporting information
p. 283 - 287
(2018/12/13)
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