31646-09-0Relevant articles and documents
A structural study of selenobenzamides: Crystal structures and dynamic13C NMR
Otten, Pietcr A.,Gorter, Syb,Van Gen, Arnc Der
, p. 49 - 54 (1997)
The solid-state structures of (p-bromoselenobenzoyl)morpholine (2a) and [p-(dimethylamino)selenobenzoyl]morpholine (2b) were determined by X-ray diffraction. Both molecules show a flat selenoamide group. The larger contribution of resonance stabilization by the aromatic ring carrying the p-dimethylamino substituent is reflected by the smaller interplanar angle 0 between the aromatic ring and the selenoamide group [53.3(1)° vs. 81.1(1)°] and by the shorter length of the C=Se bond [1.824(5) A vs. 1.840(3) A]. The Gibbs free energy of activation of C-N bond rotation (ΔGrot?) of five p-substituted (selenobenzoyl)morpholines was determined by dynamic 13C NMR. The activation barriers were found to range from 61.6 kJ/mol (X = NNMe2) to 75.1 kJ/mol (X = H). The ΔGrot? values of the corresponding (thiobenzoyl)morpholines were found to be from 3.2 kJ/mol (X = NMe2) to 5.0 kJ/mol (X = H) lower. In both cases, AG t showed an excellent linear Hammett correlation with σp+. VCH Verlagsgesellschaft mbH.
Oxygen-Selenium Exchange using Phenylselenophosphonic Dichloride : Conversion of C=O into C=Se
Michael, Joseph P.,Reid, David H.,Rose, Beate G.,Speirs, Richard A.
, p. 1494 - 1496 (2007/10/02)
Phenylselenophosphonic dichloride brings about preparatively useful oxygen-selenium exchange reactions in conjugated carbonyl and masked carbonyl compounds, thus enabling tertiary selenoamides, indolizine-3-selenoaldehydes, 1,2-dithiol-3-selones, 1,6aλsu
