Title

Supramolecular Complexation of N-Alkyl- and N,N′-Dialkylpiperazines with Cucurbit[6]uril in Aqueous Solution and in the Solid State

Document Type

Article

Language

eng

Publication Date

2-9-2009

Publisher

Wiley

Source Publication

Chemistry, A European Journal

Source ISSN

0947-6539

Abstract

Water seeds: Complex stoichiometry/composition and degree of oligomerization (oligomeric supramolecular complex formation) of cucurbit[6]uril (CB[6]) with N-alkyl- and N,N′-dialkylpiperazine were investigated in aqueous solutions by means of isothermal titration calorimetry (ITC), ESI-MS, NMR and light scattering measurements. Complex stoichiometry/composition and degree of oligomerization (oligomeric supramolecular complex formation) of cucurbit[6]uril (CB[6]) with N-alkyl- and N,N′-dialkylpiperazine were investigated in aqueous solutions by means of isothermal titration calorimetry (ITC), ESI-MS, NMR and light scattering measurements. It was found that the complex stability and the degree of oligomerization increase with elongating the alkyl chain attached to the piperazine core. X-ray crystallographic studies revealed a clear correlation between the structure of CB[6]–alkylpiperazine crystals obtained from aqueous solutions and the molecular weight/properties of host–guest oligomers existed in the solution as supramolecular “seeds” of crystal formation.

Comments

Chemistry, A European Journal, Vol. 15 No. 8 (February 9, 2009): 1957-1965. DOI.

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