764-96-5Relevant articles and documents
Dearomatization-Rearomatization Strategy for ortho-Selective Alkylation of Phenols with Primary Alcohols
Yu, Jianjin,Li, Chao-Jun,Zeng, Huiying
supporting information, p. 4043 - 4048 (2020/12/18)
Phenols are common precursors and core structures of a variety of industrial chemicals ranging from pharmaceuticals to polymers. However, the synthesis of site-specifically substituted phenols is challenging, and thus the development of new methods for this purpose would be highly desirable. Reported here is a protocol for palladium-catalyzed ortho-selective alkylation reactions of phenols with primary alcohols by a dearomatization-rearomatization strategy, with water as the sole by-product. Various substituted phenols and primary alcohols were compatible with the standard reaction conditions. The detailed mechanism of this transformation was also investigated.
Nickel phosphide nanocatalysts for the chemoselective hydrogenation of alkynes
Carenco, Sophie,Leyva-Pérez, Antonio,Concepción, Patricia,Boissire, Cédric,Mézailles, Nicolas,Sanchez, Clément,Corma, Avelino
experimental part, p. 21 - 28 (2012/07/27)
Well-defined 25 nm nickel phosphide nanoparticles act as a colloidal catalyst for the chemoselective hydrogenation of terminal and internal alkynes. Cis-alkenes are obtained in mild conditions with good conversion and selectivity. The phosphorus inserted in the Ni-P nanoparticles is critical for the selectivity of the nanocatalyst. Mechanistic investigations using isotope labeling provide insight on the reactants interaction with the nanoparticles surface. They pinpoint the occurrence of CH bond cleavage in terminal alkynes during the reaction.
Open-air and solvent-free ester condensation catalyzed by sulfonic acids
Sakakura, Akira,Koshikari, Yoshiki,Ishihara, Kazuaki
, p. 5017 - 5020 (2008/12/21)
Ester condensation is one among the most fundamental organic transformations, and more environmentally benign alternatives to current esterification processes are needed. Under solvent-free and drying agent-free conditions, catalytic amounts of sulfonic acids promote ester condensation between an equimolar mixture of carboxylic acids and alcohols. In particular, p-toluenesulfonic acid (TsOH) and 10-camphorsulfonic acid (CSA), which have appropriate acidities, efficiently catalyze the ester condensation of secondary alcohols without their decomposition. Since the present protocol does not require solvents under simple open-air conditions, a large amount of esters can be synthesized in a rather small apparatus.
