✦ LIBER ✦
Stereochemical Studies on Medicinal Agents. 24 Correlation of the Solid-State Conformations of 4-Phenylpiperidine Analgetic With the Torsional Relationship Between the Phenyl Group and Piperidine Ring in Solution, a Circular Dichroism Study
✍ Scribed by Jacques H. Poupaert; Philip S. Portoghese
- Publisher
- Wiley (John Wiley & Sons)
- Year
- 2010
- Weight
- 198 KB
- Volume
- 86
- Category
- Article
- ISSN
- 0037-9646
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✦ Synopsis
Abstract
A CD study of 8 representatives of 4‐phenylpiperidine analgetics is presented to correlate their solid‐state conformations with their chiroptical properties in solution. In addition to the benzenoid ^1^L~b~ fingerprint, the studied compounds exhibit two waves: the former band around 230‐223 nm is assigned to a ^1^L~a~ transition; the origin of the latter band is not determined. A quadrant rule is tentatively proposed to explain the sign of the ^1^L~a~ Cotton effect.