83651-06-3Relevant articles and documents
Conformational and Configurational Studies on 3-Azabicyclononane (3-ABN) Derivatives and Related Systems Employing Carbon-13 NMR Spectroscopy
Jeyaraman, R.,Jawaharsingh, Cooksley, Baldvin,Avila, S.,Ganapathy, K.,Eliel, Ernest L.,et al.
, p. 449 - 458 (2007/10/02)
The 13C nmr spectra of 4 cis-2,4-diphenyl-3-azabicyclononanes, 11 cis-2,4-diaryl-3-azabicyclononan-9-ones, 26 cis-2,4-diaryl-3-azabicyclononan-9-ols or acetates thereof, 5 cis-2,4-diaryl-3-azabicyclodecan-10-ones or -10-ols and 5 cis-2,4-diphenyl-3-aza-7-thiabicyclononan-9-ones, -9-ols or 9-yl acetates have been recorded.Except for the 7-thia compounds, which appear to exist mainly in the configuration and conformation with the nitrogen-containing ring in the boat form, these compounds seem to exist overwhelmingly in chair-chair conformations.The configuration of the 9-ols and their acetates (syn or anti to the nitrogen-containing ring) has been deduced from the spectra.In a number of cases, the structures assigned differ from those earlier postulated.Broadening of one set of aryl signals (probably those due to the ortho carbons) in the case of N-methyl (but not N-H) compounds without ortho substituents is ascribed to restricted phenyl rotation.