ISSN:
0947-3440
Keywords:
Calixarenes
;
Macrocyclic ligands
;
Molecular recognition
;
Molecular modelling
;
Supramolecular chemistry
;
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Calixarene carbamates were obtained in good yield from the clean reaction of n-butyl isocyanate with para-tert-butyl-calix[4]-, -[6]-, and -[8]arenes. Whereas the two larger calixarenes remain mobile in solution upon derivatisation, para-tert-butyl-calix[4]arene is locked in the cone conformation. A selective triple acylation was observed with Li2CO3 as base, whereas K2CO3 leads to complete functionalisation of all hydroxy groups. The relative stability of all possible conformers of calix[4]arene tetracarbamate (1) was examined by force field calculations, showing the cone conformer as the most stable one. The structures of compounds 1 and 3 were investigated by X-ray structure analysis, confirming the cone conformation for both compounds.
Additional Material:
3 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/jlac.199719971120
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