期刊
CHEMISTRY-A EUROPEAN JOURNAL
卷 28, 期 23, 页码 -出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.202200185
关键词
crystal structure; cucurbit[8]uril; cyanines; host-guest chemistry
资金
- MIUR through the PRIN project [20179BJNA2]
- 'Departments of Excellence' program of the Italian Ministry for Education, University and Research (MIUR, 2018-2022)
- Universita degli Studi di Parma within the CRUI-CARE Agreement
The effect of the host-guest interaction between cucurbit[8]uril and a model trimethine indocyanine on dye spectral properties and aggregation in water was investigated. The addition of cucurbit[8]uril disrupted the dye aggregates, forming a 1:1 host-guest complex. Supramolecular polymer formation and precipitation were observed at suitable concentrations for NMR experiments.
Inclusion of polymethine cyanine dyes in the cavity of macrocyclic receptors is an effective strategy to alter their absorption and emission behavior in aqueous solution. In this paper, the effect of the host-guest interaction between cucurbit[8]uril (CB[8]) and a model trimethine indocyanine (Cy3) on dye spectral properties and aggregation in water is investigated. Solution studies, performed by a combination of spectroscopic and calorimetric techniques, indicate that the addition of CB[8] disrupts Cy3 aggregates, leading to the formation of a 1 : 1 host-guest complex with an association constant of 1.5x10(6) M-1. At concentrations suitable for NMR experiments, the slow formation of a supramolecular polymer was observed, followed by precipitation. Single crystals X-ray structure elucidation confirmed the formation of a polymer with 1 : 1 stoichiometry in the solid state.
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