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

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 measurement...

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Published inOrganic & biomolecular chemistry Vol. 9; no. 20; pp. 7007 - 7010
Main Authors Liu, Luzhi, Cao, Derong, Jin, Yi, Tao, Hongqi, Kou, Yuhui, Meier, Herbert
Format Journal Article
LanguageEnglish
Published CAMBRIDGE Royal Soc Chemistry 21.10.2011
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
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COMPLEXATION
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Summary: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.
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ISSN:1477-0520
1477-0539
DOI:10.1039/c1ob05871a