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Supramolecular Complexation of N ‐Alkyl‐ and N , N ′‐Dialkylpiperazines with Cucurbit[6]uril in Aqueous Solution and in the Solid State
Author(s) -
Rekharsky Mikhail V.,
Yamamura Hatsuo,
Mori Tadashi,
Sato Akihiro,
Shiro Motoo,
Lindeman Sergey V.,
Rathore Rajendra,
Shiba Kouhei,
Ko Young Ho,
Selvapalam Narayanan,
Kim Kimoon,
Inoue Yoshihisa
Publication year - 2009
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.200800398
Subject(s) - isothermal titration calorimetry , supramolecular chemistry , aqueous solution , alkyl , chemistry , stoichiometry , crystallography , titration , crystal structure , organic chemistry
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.