I. Majerz et al., TRANSFORMATION OF THE 3-OXOAZABICYCLO[2.2.2]OCTANE PENTACHLOROPHENOL COMPLEX INTO THE 3-HYDROXY-3-METHOXYAZABICYCLO[2.2.2]OCTANE PENTACHLOROPHENOLATE, Polish Journal of Chemistry, 72(2), 1998, pp. 325-334
The transformation of the 3-oxoazabicyclo [2.2.2]octane pentachlorophe
nol complex in methanol (and CH3OD) solution into the 3-hydroxy-3-meth
oxy-azabicyclo[2.2.2]oc tane pentachlorophenolate is described. The pr
esence of the acidic phenol proton were sufficient to promote such a r
eaction. The crystal structures of the 3-hydroxy-3-methoxyazabicyclo[2
.2.2]octane pentachlorophenolate and its deuterated analogue were dete
rmined by X-ray method. IR spectra indicate an ionic character of the
complexes and a moderately strong N+-H...O- and N+-D...O- hydrogen bon
ds with the isotopic ratio V(NH)/V(ND) equal to 1.22. Weaker intermole
cular O-H O- and O-D...O- hydrogen bridges exhibit the isotopic ratio
v(OH)/v(OD) 1.34.