%0 Journal Article %A Padungros, Panuwat %A Wei, Alexander %D 2014 %T Practical Synthesis of Aromatic Dithiocarbamates %U https://tandf.figshare.com/articles/journal_contribution/Practical_Synthesis_of_Aromatic_Dithiocarbamates/1004792 %R 10.6084/m9.figshare.1004792.v3 %2 https://ndownloader.figshare.com/files/1535525 %K synthesis %K aromatic %K dithiocarbamates %X

Oxidation-sensitive N,N-diaryl dithiocarbamates (DTCs) are synthesized in good yields by the generation of metal amide salts from N-benzoyl precursors, followed by addition of CS2. para-Substituted diphenylamines are prepared by electrophilic aromatic substitution of diphenylbenzamide and saponification. Deacylation of electron-rich species such as bis(p-dimethylaminophenyl)benzamide is challenging because of the oxidative sensitivity of the anionic intermediate but could be achieved in good yield by using n-BuLi to generate a hemiaminal adduct, prior to acidification. The N,N-diaryl DTCs are stable as alkali salts and can be used to produce densely packed monolayers on gold surfaces.

%I Taylor & Francis