Issue 69, 2013
From the journal:

Chemical Communications

A shape-persistent alleno-acetylenic macrocycle with a modifiable periphery: synthesis, chiroptical properties and H-bond-driven self-assembly into a homochiral columnar structure†

Manolis D. Tzirakis,a   Nicolas Marion,a   W. Bernd Schweizera  and  François Diederich*a  

* Corresponding authors

a Laboratorium für Organische Chemie, ETH Zürich, Hönggerberg, HCI, 8093 Zürich, Switzerland
E-mail: diederich@org.chem.ethz.ch
Fax: +41 44 632 1109
Tel: +41 44 632 2992

Abstract

A shape-persistent alleno-acetylenic macrocycle, peripherally decorated with eight phenolic rings, has been synthesized in enantiomerically pure form. Its electronic circular dichroism spectrum features a strong chiroptical response. In the solid state, the macrocycle stacks in pillars to form channels and the stacks undergo further self-assembly into a three-dimensional porous architecture through lateral intermolecular hydrogen-bonding.

Graphical abstract: A shape-persistent alleno-acetylenic macrocycle with a modifiable periphery: synthesis, chiroptical properties and H-bond-driven self-assembly into a homochiral columnar structure

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DOI
https://doi.org/10.1039/C3CC44101F
Article type
Communication
Submitted
31 May 2013
Accepted
03 Jul 2013
First published
03 Jul 2013

Chem. Commun., 2013,49, 7605-7607

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A shape-persistent alleno-acetylenic macrocycle with a modifiable periphery: synthesis, chiroptical properties and H-bond-driven self-assembly into a homochiral columnar structure

M. D. Tzirakis, N. Marion, W. B. Schweizer and F. Diederich, Chem. Commun., 2013, 49, 7605 DOI: 10.1039/C3CC44101F

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