Efficient synthesis of copillar[5]arenes and their host–guest properties with dibromoalkanes?

Organic & Biomolecular Chemistry Pub Date: 2011-07-12 DOI: 10.1039/C1OB05871A

Abstract

An efficient method for the synthesis of copillar[5]arenes was developed with FeCl3 as catalyst and different 1,4-dialkoxybenzenes and paraformaldehyde as reactants (yields: 50–85%). The host–guest property of (co)pillar[5]arenes and terminal dibromoalkanes was investigated by 1H NMR measurements and an X-ray study. The complexation behavior of the copillar[5]arenes can be tuned by changing the substituents on the host. A complete complexation selectivity was found between pillar[5]- and pillar[6]arenes, which is an interesting aspect for sensor techniques.

Graphical abstract: Efficient synthesis of copillar[5]arenes and their host–guest properties with dibromoalkanes
Recommended Literature