- A direct transformation of Aryl Aldehydes to Benzyl Iodides Via reductive iodination
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A facile transformation of aryl aldehydes to benzyl iodides through one-pot reductive iodination is reported. This protocol displays remarkable functional group tolerance and the title compound was obtained in good to excellent yield.
- Ruso, Jayaraman Sembian,Rajendiran, Nagappan,Kumaran, Rajendran Senthil
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- Using distonic radical ions to probe the chemistry of key combustion intermediates: The case of the benzoxyl radical anion
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The benzoxyl radical is a key intermediate in the combustion of toluene and other aromatic hydrocarbons, yet relatively little experimental work has been performed on this species. Here, a combination of electrospray ionization (ESI), multistage mass spec
- Li, Cong,Lam, Adrian K. Y.,Khairallah, George N.,White, Jonathan M.,O'Hair, Richard A. J.,Da Silva, Gabriel
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p. 493 - 501
(2013/07/26)
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- Highly Reactive Metallic Nickel: Reductive Homocoupling Reagent for Benzylic Mono- and Polyhalides
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Metallic nickel, prepared by the reduction of nickel halides with lithium in glyme using naphthalene as an electron carrier, was found to be a useful reagent for the homocoupling of benzylic mono- and polyhalides.Benzyl halides reacted with metallic nickel at room temperature to give the corresponding 1,2-diarylethanes in good to high yields and functional groups on the aromatic ring such as methoxy, chloro, bromo, nitro, cyano, and alkoxycarbonyl groups were not affected under the conditions employed.Benzylic monohalides (1-(chloromethyl)- or 2-(bromomethyl)naphthalene, chlorodiphenylmethane, and 9-bromofluorene) also underwent coupling reactions with metallic nickel at room temperature to give the corresponding ethane derivatives.On the other hand, benzylic di- and trihalides such as α,α-dibromotoluene and α,α,α-trichlorotoluene yielded mixtures of cis and trans isomers of substituted ethenes.The intermediate of the reaction, benzylnickel complex, was trapped with electron deficient olefins such as methyl acrylate and acrylonitrile.
- Inaba, Shin-ichi,Matsumoto, Hideyuki,Rieke, Reuben D.
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p. 2093 - 2098
(2007/10/02)
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