23562-78-9Relevant articles and documents
Ruthenium-Catalyzed Aminomethylation and Methylation of Phenol Derivatives Utilizing Methanol as the C1 Source
Kim, Seoksun,Hong, Soon Hyeok
, p. 798 - 810 (2017/03/11)
A reaction involving ortho-aminomethylation of phenol was developed via ruthenium-catalyzed dehydrogenation of methanol, an environmentally benign C1 building block, without the use of reactive reagents. The reaction was successfully applied to a range of substrates. When naphthol was employed instead of phenol, only methylation was observed. On the basis of various mechanistic studies, we propose that formamide barely participates in the reaction, which mainly occurs through an iminium cation intermediate. The difference in the reactivities of phenol and naphthol is attributable to stronger basicity of naphtholate as a conjugate base owing to its lower aromaticity. Plausible reaction pathways were proposed for both reactions. (Figure presented.).
Preparation and NMR characterization of hydrogen bonding in 2- and 2,6-bis-(N,N-diethylaminomethyl)-4R-phenols
Brycki, Bogumil,Maciejewska, Hanna,Brzezinski, Bogumil,Zundel, Georg
, p. 61 - 71 (2007/10/02)
A series of Mannich mono- and di-bases derived from 4-substituted phenols were prepared and investigated by 1H and 13C NMR spectroscopy in chloroform-d1 solution.The chemical shifts of intramolecular hydrogen-bonded protons in Mannich bases depend on the