613-62-7Relevant articles and documents
Selective O -alkylation of 2-naphthol using phosphonium-based ionic liquid as the phase transfer catalyst
Yadav, Ganapati D.,Tekale, Smruti P.
, p. 722 - 727 (2010)
The selective preparation of O-alkylated aromatic products from substituted phenol and naphthols is challenging. The O-alkylation of 2-naphthol with benzyl chloride has been studied in this work using phosphonium-based ionic liquids as catalysts such as trihexyl(tetradecyl)phosphonium chloride (THTDPC), trihexyl(tetradecyl)phosphonium bromide (THTDPB), trihexyl(tetradecyl) phosphonium decanoate (THTDPD), and trihexyl(tetradecyl)phosphonium hexafluorophosphate (THTDPH). This is a liquid-liquid phase-transfer-catalysed reaction with reuse of catalyst. The effects of various parameters such as agitation speed, various phosphonium-based ionic liquids, phase volume ratio, catalyst concentration, NaOH concentration, mole ratio of starting materials, and temperature were studied systematically to understand the conversion patterns and the selectivity of the desired product. A mechanism of the reaction and a kinetic model are proposed.
Cross-Coupling Reactions of Aryl Halides with Primary and Secondary Aliphatic Alcohols Catalyzed by an O,N,N-Coordinated Nickel Complex
Hashimoto, Toru,Shiota, Keisuke,Funatsu, Kei,Yamaguchi, Yoshitaka
supporting information, p. 1625 - 1630 (2021/01/26)
A synthesis of alkyl aryl ethers was achieved via the cross-coupling of aryl halides with primary and secondary aliphatic alcohols catalyzed by a bench-stable nickel complex supported by a monoanionic O,N,N-tridentate ligand. This nickel-catalyzed reaction proceeds smoothly in the absence of a phosphine ligand, affording alkyl aryl ethers in moderate to good yields. (Figure presented.).
Enantioselective Ni-Catalyzed Electrochemical Synthesis of Biaryl Atropisomers
Chen, Song,Chen, Yue-Gang,Gao, Pei-Sen,Liu, Dong,Ma, Hong-Xing,Mei, Tian-Sheng,Qiu, Hui,Shuai, Bin,Wang, Yun-Zhao
, p. 9872 - 9878 (2020/06/27)
A scalable enantioselective nickel-catalyzed electrochemical reductive homocoupling of aryl bromides has been developed, affording enantioenriched axially chiral biaryls in good yield under mild conditions using electricity as a reductant in an undivided cell. Common metal reductants such as Mn or Zn powder resulted in significantly lower yields in the absence of electric current under otherwise identical conditions, underscoring the enhanced reactivity provided by the combination of transition metal catalysis and electrochemistry.
