Hybrids of Salicylalkylamides and Mannich Bases: Control of the Amide Conformation by Hydrogen Bonding in Solution and in the Solid State

Hybrids of Salicylalkylamides and Mannich Bases: Control of the Amide Conformation by Hydrogen Bonding in Solution and in the Solid State

3-Aminomethylation of salicylalkylamides afforded hybrids with a Mannich base. In addition, it triggered the rotation of the amide bond. The observed conformational switch is driven by strong intramolecular hydrogen bonding between the Mannich base and phenolic group. Crystal structure analysis reve...

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Bibliographic Details
Main Authors: Christian Dank, Barbara Kirchknopf, Matthias Mastalir, Hanspeter Kählig, Susanne Felsinger, Alexander Roller, Vladimir B. Arion, Hubert Gstach
Format: Article
Language:English
Published: MDPI AG 2015-01-01
Series:Molecules
Subjects:
salicylamide
Mannich base
hybrid
conformation
intramolecular hydrogen bonding
conformational switch
Online Access:http://www.mdpi.com/1420-3049/20/1/1686

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