76618-95-6Relevant academic research and scientific papers
Efficient α-Alkylation of Arylacetonitriles with Secondary Alcohols Catalyzed by a Phosphine-Free Air-Stable Iridium(III) Complex
Panda, Surajit,Saha, Ratnakar,Sethi, Subrat,Ghosh, Rahul,Bagh, Bidraha
, p. 15610 - 15621 (2020/12/01)
A well-defined and readily available air-stable dimeric iridium(III) complex catalyzed α-alkylation of arylacetonitriles using secondary alcohols with the liberation of water as the only byproduct is reported. The α-alkylations were efficiently performed at 120 °C under solvent-free conditions with very low (0.1-0.01 mol %) catalyst loading. Various secondary alcohols including cyclic and acyclic alcohols and a wide variety of arylacetonitriles bearing different functional groups were converted into the corresponding α-alkylated products in good yields. Mechanistic study revealed that the reaction proceeds via alcohol activation by metal-ligand cooperation with the formation of reactive iridium-hydride species.
Solvolysis of 2-Cyclohexyl-2-phenylethyl Tosylates Substituted at the Phenyl Ring
Krstic, Vera,Muskatirovic, Milan
, p. 1637 - 1650 (2007/10/02)
The solvolysis of 2-cyclohexyl-2-phenylethyl tosylates substituted at the phenyl ring by X= p-H (1), p-NO2, p-IO2, p-CN, p-COCH3, m-Cl, m-F, p-Cl, p-Br, p-CH3, and p-OCH3 (2a-k) in ethanol, acetic acid, and formic acid has been investigated.The total rate constants kt were determined and the obtained values together with corresponding Hammett ? constants were used to calculate the rate constants kΔ (for aryl-assisted reactions) and ks (for non-assisted reactions).The acetolysis values FkΔ and ks of 2-cyclohexyl-2-phenylethyl tosylate (1) at 100 deg C are in good agreement with those formerly obtained on the basis of product analysis.
