Abstract
The formation of a highly stable inclusion complex between 2,7-dimethyldiazapyrenium (Me2DAP2+) and the cucurbit[8]uril host (CB8) was demonstrated by X-ray crystallography; MALDI-TOF mass spectrometry; and 1H NMR, electronic absorption, and emission spectroscopy. The equilibrium association constant was determined to be 8.9(±0.2) × 105Lmol-1 from UV-visible data and 8.4(±1.5) × 105Lmol-1 from fluorescence data. The Me2DAP2+·CB8 inclusion complex acted as a host to bind compounds containing aromatic π-donor moieties (D), such as catechol and dopamine. This point was demonstrated by 1H NMR spectroscopy, and electrochemical and emission measurements. Fluorescence detection of the Me2DAP2+·D·CB8 ternary complexes was evident in aqueous solution and on the surface of silica particles, to which fluorescent diazapyrenium units had been covalently immobilized.
Original language | English (US) |
---|---|
Pages (from-to) | 7054-7059 |
Number of pages | 6 |
Journal | Chemistry - A European Journal |
Volume | 11 |
Issue number | 23 |
DOIs | |
State | Published - Nov 18 2005 |
Keywords
- Charge-transfer complexes
- Cyclic voltammetry
- Fluorescence
- Host-guest systems
- Sensors
ASJC Scopus subject areas
- Chemistry(all)