311806-49-2Relevant academic research and scientific papers
Cyclization of β-hydroxyalkylphosphine oxides - Mechanism elucidation using experimental and DFT methods
W?odarczyk, Katarzyna,Borowski, Piotr,Drach, Mateusz,Stankevi?, Marek
, p. 239 - 251 (2017)
β-Hydroxyalkylphosphine oxides undergo an intramolecular electrophilic cyclization reaction in strongly acidic media. The main product in cases where rearrangement of the starting β-carbocation is possible possesses the benzophosphorinane skeleton. To gain insight into the mechanism of this transformation, both experimental methods and DFT calculations have been used. The data show a clear dependence of the selectivity of the reaction on both the amount and the concentration of the acid. NMR experiments provided some insight into the transformation of the substrate whereas DFT calculations explain the preferential formation of benzophosphorinane skeleton.
Synthesis of 1,1,6,6-tetramethylphosphajulolidine
Edwards, Peter G.,Paisey, Stephen J.,Tooze, Robert P.
, p. 3122 - 3128 (2007/10/03)
The synthesis of fused tricyclic dialkyl(phenyl)phosphine was studied to verify the ligand influence upon the catalytic alkoxycarbonylation of propyne. The quantum mechanical calculations were performed to determine the ligand-derived influences upon catalytic activity. The results showed that the ellipticity of the bond was maximized by tethering the alkyl substituents to the ortho carbons of the aromatic ring.
