TRANSFORMATION OF THE 3-OXOAZABICYCLO[2.2.2]OCTANE PENTACHLOROPHENOL COMPLEX INTO THE 3-HYDROXY-3-METHOXYAZABICYCLO[2.2.2]OCTANE PENTACHLOROPHENOLATE

Citation
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
Citations number
23
Categorie Soggetti
Chemistry
Journal title
ISSN journal
01375083
Volume
72
Issue
2
Year of publication
1998
Pages
325 - 334
Database
ISI
SICI code
0137-5083(1998)72:2<325:TOT3PC>2.0.ZU;2-T
Abstract
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.