مشخصات پژوهش

عنوان	Electrochemical study of 4-chloroaniline in a water/acetonitrile mixture. A new method for the synthesis of 4-chloro-2-(phenylsulfonyl)aniline and N-(4-chlorophenyl)benzenesulfonamide
نوع پژوهش	مقاله چاپ‌شده در مجلات علمی
کلیدواژه‌ها	4-chloroaniline 4-chloro-2-(phenylsulfonyl)aniline N-(4-chlorophenyl)benzenesulfonamide
چکیده	The electrochemical oxidation of 4-chloroaniline as a model compound in a water/acetonitrile mixture was investigated by cyclic voltammetry and differential pulse voltammetry. It was established that one-electron oxidation of 4-chloroaniline followed by disproportionation reaction affords unstable (4-iminocyclohexa- 2,5-dien-1-ylidene)chloronium. In water/acetonitrile mixtures and in the absence of nucleophiles, the most likely reaction on produced chloronium is hydrolysis and p-quinoneimine formation. The electrochemical oxidation of 4-chloroaniline in the presence of arylsulfinic acids was also investigated in a water/acetonitrile mixture at a glassy carbon electrode. It was established that under these conditions, the anodically generated chloronium reacts with benzenesulfinic acid to produce the corresponding diaryl sulfone and N-phenylbenzenesulfonamide derivatives. In addition, Gaussian 09W was applied for prediction of the possible product by the calculation of natural charge, LUMO orbital energies and thermodynamic stability of intermediates and products
پژوهشگران	نیلوفر محمدی قادر (نفر اول)، مهناز سرایی (نفر دوم)، داود نعمت الهی (نفر سوم)، حامد گلجانی جمور (نفر چهارم)