23562-83-6Relevant articles and documents
Manganese-Catalyzed Aminomethylation of Aromatic Compounds with Methanol as a Sustainable C1 Building Block
Mastalir, Matthias,Pittenauer, Ernst,Allmaier, Günter,Kirchner, Karl
supporting information, p. 8812 - 8815 (2017/07/12)
This study represents the first example of a manganese-catalyzed environmentally benign, practical three-component aminomethylation of activated aromatic compounds including naphtols, phenols, pyridines, indoles, carbazoles, and thiophenes in combination with amines and MeOH as a C1 source. These reactions proceed with high atom efficiency via a sequence of dehydrogenation and condensation steps which give rise to selective C-C and C-N bond formations, thereby releasing hydrogen and water. A well-defined hydride Mn(I) PNP pincer complex, recently developed in our laboratory, catalyzes this process in a very efficient way, and a total of 28 different aminomethylated products were synthesized and isolated yields of up to 91%. In a preliminary study, a related Fe(II) PNP pincer complex was shown to catalyze the methylation of 2-naphtol rather than its aminomethylation displaying again the divergent behavior of isoelectronic Mn(I) and Fe(II) PNP pincer systems.
Proton-electron transfer pathways in the reactions of peroxyl and dpph ? radicals with hydrogen-bonded phenols
Amorati, Riccardo,Menichetti, Stefano,Viglianisi, Caterina,Foti, Mario C.
supporting information, p. 11904 - 11906 (2013/01/16)
The kinetics of the reaction of peroxyl and dpph? radicals with phenols H-bonded to N-bases have been studied for the first time. Electron-transfer processes are observed in MeCN but only with the dpph radical.