131356-19-9Relevant academic research and scientific papers
Photochemistry of N-Arylsulfonimides: An Easily Available Class of Nonionic Photoacid Generators (PAGs)
Torti, Edoardo,Protti, Stefano,Merli, Daniele,Dondi, Daniele,Fagnoni, Maurizio
, p. 16998 - 17005 (2016)
The photochemical behavior of differently substituted N-arylsulfonimides was investigated. Homolysis of the S?N bond took place as the exclusive path from the singlet state to afford both N-arylsulfonamides and photo-Fries adducts, the amount of which depended on reaction conditions and aromatic substituents. Sulfinic and sulfonic acids were released upon irradiation under deaerated and oxygenated conditions, respectively. The nature of the excited states and intermediates involved were proved by laser flash photolysis and EPR experiments. These results highlighted the potential of such compounds as nonionic photoacid generators able to photorelease up to two equivalents of a strong acid for each mole of substrate.
Fenton's Reagent in Dimethyl Sulphoxide: an Unusual Sulphonylating System. X-Ray Crystallographic Analysis of 4-N,N-Dimethylamino-N,N-dimethane-sulphonylaniline
Cardelli, Liberato,Greci, Lucedio,Stipa, Pierluigi,Rizzoli, Corrado,Sgarabotto, Paolo,Ugozzoli, Franco
, p. 1929 - 1934 (2007/10/02)
On treatment with Fenton's reagent in dimethyl sulphoxide nitrosoarenes form sulphonylate products, while the expected N,O-dimethylated hydroxylamine is isolated only in the case of nitrosobenzene in low yield.Nitrosobenzene and 4-cyanonitrosobenzene lead to N-sulphonylhydroxylamines while 4-nitroso-N,N-dimethylaniline and 1-nitroso-2-phenyl-3-acetylindolizine give sulphonamides and ring-sulphonylated products.A nitrenium cation is suggested to play a primary role in this process.X-Ray analysis of the title compound confirms that the trigonal planar arrangement of the dimethylamino group and its coplanarity with the benzene ring, as expected in accord with the results found in related derivatives.
