357414-91-6Relevant academic research and scientific papers
Addition of secondary amines to alkynylphosphonates
Panarina, Anna E.,Dogadina, Alla V.,Zakharov, Valentin I.,Ionin, Boris I.
, p. 4365 - 4368 (2001)
Addition of secondary amines to alkynylphosphonates catalyzed by Cu(I) salts proceeds regio- and stereospecifically to form (E)-2-(dialkylamino)alkenylphosphonates. The E-configuration was proved by analysis of 13C-31P vicinal spin-spin coupling constants in the NMR spectra of the products and authentic model compounds. The 3JPC constants in the model compounds fall in the range of 6-12 Hz for the cis arrangement of the coupled nuclei and are equal to or higher than 16 Hz for the trans configuration. Related coupling constants in the addition products are around 5 Hz, that is, corresponding to cis coupling.
Addition of secondary amines to alkynephosphonates
Panarina,Dogadina,Ionin
, p. 1729 - 1737 (2007/10/03)
Addition of secondary amines to diethyl alkynephosphonates, catalyzed by Cu(I) salts, proceeds regio- and stereospecifically and yields diethyl (E)-2-diethylaminooalkenephosphonates. The E configuration was established by analysis of the vicinal coupling constants between the phosphorus and carbon nuclei in the 13C NMR spectra of the reaction products and model compounds: 3JPC is 6-10 Hz at the cis arrangement of the coupled nuclei and 16 Hz or higher at the trans arrangement. In all the diethyl diethylaminoalkenephosphonates obtained, 3JPC is about 5 Hz, suggesting cis addition.
