ChemInform Abstract: Synthesis and Structural Study of 3‐(2‐Propanone)‐5‐phenoxymethyl‐2‐iminooxazolidine: C13H16N2O3, HCl

Poly[3-methyl-1,3-oxazolidin-2-iminium[µ3-cyanido-tri-µ2-cyanido-κ9C:N-tricuprate(I)]]

“…The four atoms O1, C2, N3, N7 are strictly coplanar, but the constraints of the five-membered ring and its asymmetry force significant deviations from the idealized 120 • angles: the internal angle is reduced to 114.1(3) • , while the external angle N7-C2-N3 at 127.2(4) • is much larger than the angle N7-C2-O1, at 118.8(4) • . A similar geometry for this portion of the cation is seen in the three X-ray structures of similar iminium cations mentioned earlier [8][9][10], even in reference [8], where there is no substituent on N3. Other bond lengths and angles seem normal.…”

“…Oxazole synthesis has been achieved in at least fifteen different types of reactions [4], but we are not aware of a reaction similar to that reported here. There is less literature on the 2-iminium derivatives, and a search of the Cambridge Structural Database (CSD) [7] indicated only three crystallographic studies of their 2-iminium salts [8][9][10]. Reference 8 gives the structure of an oxaolidin-2-iminium ring with a seven-membered ring fused at C4 and C5, whereas the other references refer to the simple ring with various substituents.…”