Novel upper rim functionalizations of calix[4]arenes using the Tscherniac-Einhorn amidomethylation reaction

Share/Save/Bookmark

Bommel, Kjeld J.C. van and Westerhof, Folke and Verboom, Willem and Reinhoudt, David N. and Hulst, Ron (1999) Novel upper rim functionalizations of calix[4]arenes using the Tscherniac-Einhorn amidomethylation reaction. Journal für praktische Chemie, 341 (3). pp. 284-290. ISSN 1436-9966

[img] PDF
Restricted to UT campus only
: Request a copy
150kB
Abstract:A variety of novel upper rim functionalized calix-[4]arenes have been synthesized, using the Tscherniac-Einhorn amidomethylation reaction. Partially or fully alkylated calix [4]arenes bearing propyl or ethoxyethyl substituents could be easily condensed with various N-methylol-amides and -imides under mild conditions. The resulting methyl-acetamido- (4a, 4b, 7a), methylchloroacetamido (4c, 4d,7b, 7c,9 methylphthalimido (4e, 4f, 4h)and methylchloroacetamido methylphthalimido functionalized calix[4]arenes (5) were obtained in yields varying from 30 till 97%. The amidomethylation reactions were proven to be independent of the conformation of the calix[4]arene.
Item Type:Article
Copyright:© 1999 Wiley InterScience
Faculty:
Science and Technology (TNW)
Research Group:
Link to this item:http://purl.utwente.nl/publications/11026
Official URL:http://dx.doi.org/10.1002/(SICI)1521-3897(199904)341:3<284::AID-PRAC284>3.0.CO;2-7
Export this item as:BibTeX
EndNote
HTML Citation
Reference Manager

 

Repository Staff Only: item control page

Metis ID: 105957