Conformational preferences for 3-piperideines: An ab initio and molecular mechanics study

Anatoly M. Belostotskii; Michael Shokhen; Hugo E. Gottlieb; Alfred Hassner

doi:10.1002/1521-3765(20011105)7:21<4715::AID-CHEM4715>3.0.CO;2-L

Conformational preferences for 3-piperideines: An ab initio and molecular mechanics study

Anatoly M. Belostotskii
, Michael Shokhen
, Hugo E. Gottlieb
, Alfred Hassner

Department of Chemistry

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

11 Scopus citations

Abstract

Conformational preferences in alkyl- as well as Ph-substituted 3-piperideines (1,2,3,6-tetrahydropyridines) have been characterized by ab initio and molecular mechanics calculations. A set of rules and subrules for estimation of the conformational equilibrium (in terms of preferred substituent orientation) in these systems, with differently positioned ring substituent (-s), is presented. Examples of the revision of some previous stereochemical assignments demonstrate the reliability of these rules.

Original language	English
Pages (from-to)	4715-4722
Number of pages	8
Journal	Chemistry - A European Journal
Volume	7
Issue number	21
DOIs	https://doi.org/10.1002/1521-3765(20011105)7:21<4715::AID-CHEM4715>3.0.CO;2-L
State	Published - 5 Nov 2001

Keywords

Ab initio calculations
Conformation analysis
NMR spectroscopy
Nitrogen heterocycles

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10.1002/1521-3765(20011105)7:21<4715::AID-CHEM4715>3.0.CO;2-L

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abstract = "Conformational preferences in alkyl- as well as Ph-substituted 3-piperideines (1,2,3,6-tetrahydropyridines) have been characterized by ab initio and molecular mechanics calculations. A set of rules and subrules for estimation of the conformational equilibrium (in terms of preferred substituent orientation) in these systems, with differently positioned ring substituent (-s), is presented. Examples of the revision of some previous stereochemical assignments demonstrate the reliability of these rules.",

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T2 - An ab initio and molecular mechanics study

AU - Belostotskii, Anatoly M.

AU - Shokhen, Michael

AU - Gottlieb, Hugo E.

AU - Hassner, Alfred

PY - 2001/11/5

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N2 - Conformational preferences in alkyl- as well as Ph-substituted 3-piperideines (1,2,3,6-tetrahydropyridines) have been characterized by ab initio and molecular mechanics calculations. A set of rules and subrules for estimation of the conformational equilibrium (in terms of preferred substituent orientation) in these systems, with differently positioned ring substituent (-s), is presented. Examples of the revision of some previous stereochemical assignments demonstrate the reliability of these rules.

AB - Conformational preferences in alkyl- as well as Ph-substituted 3-piperideines (1,2,3,6-tetrahydropyridines) have been characterized by ab initio and molecular mechanics calculations. A set of rules and subrules for estimation of the conformational equilibrium (in terms of preferred substituent orientation) in these systems, with differently positioned ring substituent (-s), is presented. Examples of the revision of some previous stereochemical assignments demonstrate the reliability of these rules.

KW - Ab initio calculations

KW - Conformation analysis

KW - NMR spectroscopy

KW - Nitrogen heterocycles

UR - https://www.scopus.com/pages/publications/0035813698

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JF - Chemistry - A European Journal

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Conformational preferences for 3-piperideines: An ab initio and molecular mechanics study

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Keywords

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