6533b7d3fe1ef96bd126027e

RESEARCH PRODUCT

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

Derong CaoHerbert MeierLuzhi LiuHongqi TaoYuhui KouYi Jin

subject

ChemistryOrganic ChemistryPillarProton NMROrganic chemistryPhysical and Theoretical ChemistrySelectivityBiochemistryCombinatorial chemistryCatalysis

description

An efficient method for the synthesis of copillar[5]arenes was developed with FeCl(3) 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 (1)H 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.

https://doi.org/10.1039/c1ob05871a