2235-00-9Relevant articles and documents
ELECTRONIC STRUCTURE AND CONFORMATIONAL PROPERTIES OF THE AMIDE LINKAGE
Woydt, M.,Rademacher, P.,Kaupp, G.,Sauerland, O.
, p. 141 - 152 (1989)
The photoelectron spectra of N-vinyllactams 4-6 have been obtained.Based on band shape analyses and AM1 calculations the ionization potentials are assigned to molecular orbitals.The sequence of the three highest occupied MOs was found to be: ?3 (HOMO), n0, ?2.The MOs ?3 and ?2 are essentially linear combinations of ?N and ?C=C.Some conformational properties of N-vinyllactams have been studied by AM1 calculations on N-methyl-N-vinylacetamide (1) as a model compound for torsions of the vinyl and the acetyl group.Planar forms (ap and sp) were found as stable conformers.For 3-6 AM1 calculations also revealed essen tially planar vinyllactam units, while the α-lactam derivative 2 has a pyramidal nitrogen atom.
Phosphine-Catalyzed Vinylation at Low Acetylene Pressure
Bienewald, Frank,Comba, Peter,Hashmi, A. Stephen K.,Menche, Maximilian,Rominger, Frank,Schafer, Ansgar,Schaub, Thomas,Sitte, Nikolai A.,Tuzina, Pavel
, p. 13041 - 13055 (2021/09/18)
The vinylation of various nucleophiles with acetylene at a maximum pressure of 1.5 bar is achieved by organocatalysis with easily accessible phosphines like tri-n-butylphosphine. A detailed mechanistic investigation by quantum-chemical and experimental methods supports a nucleophilic activation of acetylene by the phosphine catalyst. At 140 °C and typically 5 mol % catalyst loading, cyclic amides, oxazolidinones, ureas, unsaturated cyclic amines, and alcohols were successfully vinylated. Furthermore, the in situ generation of a vinyl phosphonium species can also be utilized in Wittig-type functionalization of aldehydes.
N-vinyl amide and used in the production of hydroxylapatite
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Paragraph 0048, (2016/12/26)
PROBLEM TO BE SOLVED: To provide a method for producing an N-vinylamide which attains extremely high conversion and selectivity in the production of an N-vinylamide by dealcoholation reaction of N-(α-alkoxyalkyl)amide, and a catalyst used in the method.SOLUTION: According to the method, an N-vinylamide is produced by subjecting N-(α-alkoxyalkyl)amide to dealcoholation reaction in the presence of a surface-modified apatite catalyst prepared by surface-modifying an apatite represented by general formula (1) with a phosphoric acid compound. (In the formula, M is at least one member selected from the group consisting of Mg, Ca, Sr, Ba, Pb, Mn and Cd; Z is at least one member selected from the group consisting of P, As and Sb; X is at least one member selected from the group consisting of OH, F, Cl, Br, I and At; and 0≤y1).
