15909-81-6Relevant academic research and scientific papers
An experimental and theoretical approach to the study of the properties of parabanic acid and related compounds: Synthesis and crystal structure of diethylimidazolidine-2-selone-4,5-dione
Arca, Massimiliano,Demartin, Francesco,Devillanova, Francesco A.,Isaia, Francesco,Lelj, Francesco,Lippolis, Vito,Verani, Gaetano
, p. 1147 - 1157 (2000)
The syntheses of the first examples of selenoparabanic acid derivatives (dialkylimidazolidine-2-selone-4,5-dione, 3eR, R = Me, Et, Bu) are presented along with the X-ray crystal structure determination of 3eEt. To gain an insight in the properties of parabanic acid derivatives on the basis of their electronic structures, we report the results of comparative hybrid-DFT calculations performed on parabanic, thioparabanic, and selenoparabanic acids (3aH, 3bH, and 3eH) and on their N,N′-dimethyl derivatives (3aMe, 3bMe, and 3eMe). Calculations show that the different nature of the frontier orbitals of 3aR compared to those of 3bR and 3eR, might account for the different reactivities of these compounds. Moreover, the weak donor character of 3bR and 3eR towards molecular di-iodine, estimated by FT-Raman measurements is in agreement with the calculated NBO-charge distribution.
Selenocarbonyl synthesis using Woollins reagent
Bhattacharyya, Pravat,Woollins
, p. 5949 - 5951 (2007/10/03)
[PhP(Se)(μ-Se)]2 selenates secondary and tertiary amides to the corresponding selenoamides in 30-70% yields at 130°C in toluene and indolizine-3-aldehydes to selenoaldehydes in 40-59% yield at 25°C.
