110-61-2Relevant articles and documents
Photochemical Production of Ethane from an Iridium Methyl Complex
Pitman, Catherine L.,Miller, Alexander J. M.
, p. 1906 - 1914 (2017)
An iridium methyl complex, [Cp?Ir(bpy)(CH3)]+, was prepared by electrophilic methylation of Cp?Ir(bpy) with CH3I and characterized electrochemically, photophysically, crystallographically, and computationally. Irradiation of the MLCT transition of [Cp?Ir(bpy)(CH3)]+ in the presence of CH3I in acetonitrile produces ethane, methane, propionitrile, and succinonitrile. A series of mechanistic studies indicates that C-C bond formation is mediated by free methyl radicals produced through monometallic photochemical homolysis of the Ir-CH3 bond.
Reactions in water: Alkyl nitrile coupling reactions using Fenton's reagent
Keller, Christopher L.,Dalessandro, James D.,Hotz, Richard P.,Pinhas, Allan R.
, p. 3616 - 3618 (2008)
(Chemical Equation Presented) The coupling reaction of water-soluble alkyl nitriles using Fenton's reagent (Fe(II) and H2O2) is described. The best metal for the reaction is iron(II), and the greatest yields are obtained when the concentration of the metal is kept low. Hydrogen-atom abstraction is selective, preferentially producing the radical α to the nitrile. In order to increase the production of dinitrile, in situ reduction of iron(III) to iron(II), using a variety of reducing agents, was investigated.
Combined preparation method of 2-cyano-3-chloro-5-trifluoromethylpyridine and succinonitrile
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Paragraph 0024-0036, (2021/02/24)
The invention discloses a combined preparation method of 2-cyano-3-chloro-5-trifluoromethylpyridine and succinonitrile, and belongs to the field of organic chemistry. The method comprises the following steps: taking 2-fluoro-3-chloro-5-trifluoromethylpyridine and dichloroethane as raw materials, reacting in a potassium cyanide/sodium solution under the action of a phase transfer catalyst to obtaina mixed solution of 2-cyano-3-chloro-5-trifluoromethylpyridine and succinonitrile, layering, washing with water, and rectifying to obtain the 2-cyano-3-chloro-5-trifluoromethylpyridine with the content of more than 99% and the succinonitrile with the content of more than 99.9%. According to the method, the yield is high, the wastewater treatment is simple, byproducts are fully utilized, the yieldof the 2-cyano-3-chloro-5-trifluoromethylpyridine can reach 93%, and the yield of the succinonitrile can reach 95%.
Copper(II)-Photocatalyzed N-H Alkylation with Alkanes
Donabauer, Karsten,K?nig, Burkhard,Narobe, Rok,Yakubov, Shahboz,Zheng, Yi-Wen
, p. 8582 - 8589 (2020/09/23)
We report a practical method for the alkylation of N-H bonds with alkanes using a photoinduced copper(II) peroxide catalytic system. Upon light irradiation, the peroxide serves as a hydrogen atom transfer reagent to activate stable C(sp3)-H bonds for the reaction with a broad range of nitrogen nucleophiles. The method enables the chemoselective alkylation of amides and is utilized for the late-stage functionalization of N-H bond containing pharmaceuticals with good to excellent yields. The mechanism of the reaction was preliminarily investigated by radical trapping experiments and spectroscopic methods.