Chemical Modifications of Furan-Based Calixarenes by Diels-Alder Reactions

The Diels–Alder reactions of the cyclic hexamer of furan and acetone C 6 with benzyne and DMAD (dimethylacetylenedicarboxylate) are described. In this way, C 6 can be exploited as a framework on which to place sets of carboxyl functions to obtain a novel family of furan‐based calixarenes, such as 1,...

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Published inChemistry : a European journal Vol. 5; no. 1; pp. 356 - 368
Main Authors Cafeo, Grazia, Giannetto, Marco, Kohnke, Franz H., La Torre, Giovanna L., Parisi, Melchiorre F., Menzer, Stephan, White, Andrew J. P., Williams, David J.
Format Journal Article
LanguageEnglish
Published Weinheim WILEY-VCH Verlag 04.01.1999
WILEY‐VCH Verlag
Wiley
Subjects
Calixarenes
Chemistry
Chemistry, Multidisciplinary
Diels-Alder reactions
Furan
Macrocycles
Physical Sciences
Science & Technology
Diels-Alder reactions
HEXAMER
calixarenes
furan
macrocycles
DEOXYGENATION
NAPHTHAFUROPHANES
ACETONE
DERIVATIVES
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Summary:The Diels–Alder reactions of the cyclic hexamer of furan and acetone C 6 with benzyne and DMAD (dimethylacetylenedicarboxylate) are described. In this way, C 6 can be exploited as a framework on which to place sets of carboxyl functions to obtain a novel family of furan‐based calixarenes, such as 1, with potential applications in supramolecular chemistry.
Bibliography:ark:/67375/WNG-3TFMXQCD-F
istex:0C321F0ACEF9232489BEC44EDA185CF0EC905B19
ArticleID:CHEM356
ISSN:0947-6539
1521-3765
DOI:10.1002/(SICI)1521-3765(19990104)5:1<356::AID-CHEM356>3.0.CO;2-L