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New Macrocycles with Planar Chirality—Synthesis and Determination of Absolute Configurations

✍ Scribed by Jarosław Kalisiak; Paweł Skowronek; Jacek Gawroński; Janusz Jurczak


Publisher
John Wiley and Sons
Year
2006
Tongue
English
Weight
359 KB
Volume
12
Category
Article
ISSN
0947-6539

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✦ Synopsis


Abstract

A versatile system for preparing macrocyclic compounds with planar chirality is presented. In this system chiral diazacoronands are synthesized readily from lariat‐type diesters 13 and 14 and unsymmetrical diamines 7, 8, 12, 15, and 16 under non‐high‐dilution conditions. The title compounds were subjected to structural analysis by X‐ray crystallography and circular dichroism spectroscopy, and absolute configurations for two representative examples (compounds 2 and 3) were assigned by molecular modeling. The correctness of the theoretical approach was verified by the crystallographic results obtained experimentally.


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