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

doi:10.1002/bscb.19770861106

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

Medicinal Chemistry

Research output: Contribution to journal › Article › peer-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 ¹L_b fingerprint, the studied compounds exhibit two waves: the former band around 230‐223 nm is assigned to a ¹L_a transition; the origin of the latter band is not determined. A quadrant rule is tentatively proposed to explain the sign of the ¹L_a Cotton effect.

Original language	English (US)
Pages (from-to)	863-867
Number of pages	5
Journal	Bulletin des Sociétés Chimiques Belges
Volume	86
Issue number	11
DOIs	https://doi.org/10.1002/bscb.19770861106
State	Published - 1977

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Poupaert, J. H., & Portoghese, P. S. (1977). 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. Bulletin des Sociétés Chimiques Belges, 86(11), 863-867. https://doi.org/10.1002/bscb.19770861106

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. / Poupaert, Jacques H.; Portoghese, Philip S.
In: Bulletin des Sociétés Chimiques Belges, Vol. 86, No. 11, 1977, p. 863-867.

Research output: Contribution to journal › Article › peer-review

Poupaert, JH & Portoghese, PS 1977, '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', Bulletin des Sociétés Chimiques Belges, vol. 86, no. 11, pp. 863-867. https://doi.org/10.1002/bscb.19770861106

Poupaert, Jacques H. ; Portoghese, Philip S. / 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. In: Bulletin des Sociétés Chimiques Belges. 1977 ; Vol. 86, No. 11. pp. 863-867.

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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.",

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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

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