71912-36-2Relevant academic research and scientific papers
Copper complexes and carbon nanotube-copper ferrite-catalyzed benzenoid A-ring selenation of quinones: An efficient method for the synthesis of trypanocidal agents
Jardim, Guilherme A.M.,Bozzi, ícaro A.O.,Oliveira, Willian X.C.,Mesquita-Rodrigues, Camila,Menna-Barreto, Rubem F.S.,Kumar, Ramar A.,Gravel, Edmond,Doris, Eric,Braga, Antonio L.,Da Silva Júnior, Eufranio N.
, p. 13751 - 13763 (2019)
We report a new method for A-ring selenation of naphthoquinones and anthraquinones and discuss the relevant trypanocidal activity of the synthesized compounds. We have demonstrated three efficient strategies for the preparation of the target selenium derivatives, i.e. (a) copper(i) thiophene-2-carboxylate and in situ generated Santi's reagent were used to prepare selenium-substituted benzenoid quinones, (b) copper complexes and (c) carbon nanotube-supported copper ferrite as catalysts in the presence of AgSeR-salts were also used for the synthesis of selenium-containing quinoidal derivatives. These new methods provide efficient and practical strategies for the preparation of selenium-based quinones. In addition, we have discovered nine compounds with potent trypanocidal activity. The derivatives 2a-2e showed potent trypanocidal activity with IC50 values in the range of 13.3 to 37.0 μM.
Reaction of Areneselenyl Chlorides and alkenes. An example of Nucleophilic Displacement at Bivalent Selenium
Schmid, George H.,Garratt, Dennis G.
, p. 4169 - 4172 (2007/10/02)
The effect of substituents in the phenyl ring of both the electrophile and the alkene has been studied in the reaction of areneselenyl chlorides and (E)- and (Z)-1-phenylpropenes.Electron-donating groups in both phenyl rings enhance the rate of reaction.Viewing this reaction as a nucleophilic displacement at bivalent selenium leads to a model that allows the possibility of reaction by a continuum of mechanisms.These mechanisms differ only in the relative amounts of C-Se bond making and Se-Cl bond breaking in the rate-determining transition state.From our data, it is concluded that C-Se bond making lags behind Se-Cl bond breaking in the rate determining transition state.
Electronic nature of perfluoroalkylthio-, perfluoroalkylseleno-, and perfluoroalkyltelluro-containing substituents
Kondratenko, N. V.,Popov, V. I.,Kolomeitsev, A. A.,Saenko, E. P.,Prezhdo, V. V.,et al.
, p. 1049 - 1054 (2007/10/02)
The ? constants of perfluoroalkylthio, perfluoroalkylseleno, perfluoroalkyltelluro, and perfluoroalkylsulfonyl groups were determined by the 19F NMR method.It was shown that the perfluoro-tert-butylsulfonyl group is the most electron-withdrawing of all the known stable substituents.The dipole moments of aryl perfluoroalkyl sulfides and sulfones were determined.
