Hydrogen Bonded non-covalent synthesis by reaction of porphyrin appended calix[4]arene with 5,5-diethylbarbituric acid in solution

Calix[4]arene, diametrically substituted at the upper rim, with two porphyrin appended melamine units spontaneously form well-defined double rosette in the presence of 5,5-diethylbarbituric acid. This assembly consists of nine components which utilize 36 hydrogen bonds and are quite stable in apolar...

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Bibliographic Details
Published inJournal of inclusion phenomena and macrocyclic chemistry Vol. 78; no. 1-4; pp. 103 - 111
Main Authors Bisht, Tanuja, Garg, Bhaskar, Chauhan, Shive Murat Singh
Format Journal Article
LanguageEnglish
Published Dordrecht Springer Netherlands 01.04.2014
Subjects
Chemistry
Chemistry and Materials Science
Crystallography and Scattering Methods
Food Science
Organic Chemistry
Original Article
Self-assembly
5,5-diethylbarbituric acid
Non-covalent interaction
Porphyrin appended calixarene
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Summary:Calix[4]arene, diametrically substituted at the upper rim, with two porphyrin appended melamine units spontaneously form well-defined double rosette in the presence of 5,5-diethylbarbituric acid. This assembly consists of nine components which utilize 36 hydrogen bonds and are quite stable in apolar solvents of up to 10 −4 M concentration. The formation of assembly between porphyrin appended calix[4]arene and diethylbarbiturate has been broadly studied by UV–visible, fluorescence and 1 H NMR spectroscopic techniques. The stoichiometries of proposed aggregates have been analyzed by facile titration of calixarene and barbital. Furthermore, the MALDI-TOF mass measurement is found fully compatible with the observed stoichiometries. Graphical abstract
ISSN:1388-3127
1573-1111
DOI:10.1007/s10847-012-0276-8