82975-67-5Relevant academic research and scientific papers
The synthesis and acid-catalyzed hydrolysis of N-(4-substitutedphenyl)-O- benzenedisulfonimides
Bekdemir, Yunus,Eren, Bilge,Kuetuek, Halil
experimental part, p. 689 - 696 (2012/07/17)
The acid catalyzed hydrolyses of some cyclic disulfonimides, N-(4-substitutedphenyl)-o-benzenedisulfonimides (1a-d) have been studied in concentrated aqueous acidic solutions. Analysis of the data by the Excess Acidity Method, activation parameters, substituent, and solvent deuterium isotope effect are all indicate hydrolysis by an A-1 mechanism in the studied range. Copyright
Halodediazoniations of dry arenediazonium o-benzenedisulfonimides in the presence or absence of an electron transfer catalyst. Easy general procedures to prepare aryl chlorides, bromides, and iodides
Barbero,Degani,Dughera,Fochi
, p. 3448 - 3453 (2007/10/03)
The paper reports the results of a wide study aimed at preparing aryl chlorides 3 (19 examples), bromides 4 (19 examples), and iodides 5 (9 examples) by halodediazoniation of dry arenediazonium o-benzenedisulfonimides 1 with tetraalkylammonium halides 2. The reactions were carried out in anhydrous acetonitrile at room temperature (~20 °C) in the presence of copper powder and at 60 °C or room temperature without the catalyst. In optimal conditions the yields were from good to excellent (60 reactions, 61- 94% yield), with only a few exceptions (8 reactions, 51-55% yield). A good amount of the o-benzenedisulfonimide (7) was always recovered from the reactions and could then be reused to prepare salts 1. An interesting aspect of this research is the surprising role of the anion of o- benzenedisulfonimide (9) as an electron transfer agent.
New dry arenediazonium salts, stabilized to an exceptionally high degree by the anion of o-benzenedisulfonimide
Barbero, Margherita,Crisma, Marco,Degani, Lacopo,Fochi, Rita,Perracino, Paolo
, p. 1171 - 1175 (2007/10/03)
Arenediazonium o-benzenedisulfonimides 3 (20 examples, yield >90%) were prepared in the dry state by diazotization of aromatic amines with (-pentyl nitrite and o-benzenedisulfonimide in glacial acetic acid or formic acid at 0-5°C. Unlike most diazonium salts in the dry state, salts 3 are very highly stable.
