65007-41-2Relevant academic research and scientific papers
Diselenide-Mediated Catalytic Functionalization of Hydrophosphoryl Compounds
Handoko,Benslimane, Zacharia,Arora, Paramjit S.
supporting information, p. 5811 - 5816 (2020/07/27)
We report a diaryldiselenide catalyst for cross-dehydrogenative nucleophilic functionalization of hydrophosphoryl compounds. The proposed organocatalytic cycle closely resembles the mechanism of the Atherton-Todd reaction, with the catalyst serving as a recyclable analogue of the halogenating agent employed in the named reaction. Phosphorus and selenium NMR studies reveal the existence of a P-Se bond intermediate, and structural analyses indicate a stereospecific reaction.
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.
