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Issue 31, 2016
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Chiral, triformylphenol-derived salen-type [4 + 6] organic cages

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Abstract

A one-pot synthesis of chiral [4 + 6] tetrahedral cage compounds containing a salen fragment on each face is presented. The formation of the [4 + 6] products remains in contrast to the reaction of 1,3,5-triformylphloroglucinol with chiral diamines where [2 + 3] keto-enamine pseudocyclophanes are formed exclusively. The presence of OH groups determines the structural and spectroscopic properties of these cage compounds while a change in the reaction conditions facilitates the isolation of the microcrystalline products of the specific surface area varying from 5 to 578 m2 g−1.

Graphical abstract: Chiral, triformylphenol-derived salen-type [4 + 6] organic cages

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Supplementary files

Article information


Submitted
02 May 2016
Accepted
07 Jul 2016
First published
07 Jul 2016

Org. Biomol. Chem., 2016,14, 7495-7499
Article type
Paper
Author version available

Chiral, triformylphenol-derived salen-type [4 + 6] organic cages

M. Petryk, J. Szymkowiak, B. Gierczyk, G. Spólnik, Ł. Popenda, A. Janiak and M. Kwit, Org. Biomol. Chem., 2016, 14, 7495
DOI: 10.1039/C6OB01429A

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