Circular dichroism spectra of the achiral guest N-axyl-N-nitrosamines included in the crystal host matrices of cholic acid

Citation
M. Szyrszyng et al., Circular dichroism spectra of the achiral guest N-axyl-N-nitrosamines included in the crystal host matrices of cholic acid, J ORG CHEM, 66(22), 2001, pp. 7380-7384
Citations number
29
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
JOURNAL OF ORGANIC CHEMISTRY
ISSN journal
00223263 → ACNP
Volume
66
Issue
22
Year of publication
2001
Pages
7380 - 7384
Database
ISI
SICI code
0022-3263(20011102)66:22<7380:CDSOTA>2.0.ZU;2-E
Abstract
The crystalline inclusion complexes of cholic acid with three symmetric N-a ryl-N-nitrosamines were prepared, and their X-ray structures were solved. A s a result of chiral conformations adopted by the enclathrated guest nitros amines, the solid-state CD spectra were measured in KBr disks. The observed Cotton effect sign, corresponding to the n-pi* transition, was correlated with the helicity of the twisted nitrosamine chromophore conjugated with th e N-aryl substituent. In addition, the absolute configuration of the enanti omorphous crystals of N-benzyl-N-nitroso-4-chloroaniline was established on the basis of the solid-state CD and X-ray crystallographic results.