NMR effects of cyclic tertiary amines

✍ Scribed by H.P. Hamlow; S. Okuda; N. Nakagawa

• Publisher: Elsevier Science
• Year: 1964
• Tongue: French
• Weight: 332 KB
• Volume: 5
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(00)70385-6

✦ Synopsis

IHTRODUCTIOE: Eohlpann reported that quinolizidine derivatives poeeessing a trane ring juncture exhibit characteristic absorption bands in the infrared (1). These bands appear at 2700-2800 om-1 and are characteristic of hydrogens on carbon atome adjacent to the nitrogen oriented trans to the lone pair. Several oriteria were established and the absorption rae considered due to a type of interaction betreen the lone pair and the trane bc_B bond. The EEB epeotra of quinolizidine (I) and h-methylquinolizidine (II) vere examined in an attempt to determine more precisely the nature of such an interaotion, and ae, NblR effects of cyclic tertiary amines No.37

ing to one proton. The area of the lorest field eignal exoluded aselgnment to the Clo-proton and the shape, the narrow band width of eaoh pc!ak, indicated that the signal is due to equatorially, rather than axially oriented protons. This hypothesis vae confirmed independently as follows.