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

Jacques H. Poupaert, Philip S. Portoghese

Research output: Contribution to journalArticlepeer-review

2 Scopus citations

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 1Lb fingerprint, the studied compounds exhibit two waves: the former band around 230‐223 nm is assigned to a 1La transition; the origin of the latter band is not determined. A quadrant rule is tentatively proposed to explain the sign of the 1La Cotton effect.

Original languageEnglish (US)
Pages (from-to)863-867
Number of pages5
JournalBulletin des Sociétés Chimiques Belges
Volume86
Issue number11
DOIs
StatePublished - 1977

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