Bis(1-pyrenylmethyl)-2-benzyl-2-methyl-malonate as a Cu2+ Ion-Selective Fluoroionophore
Moriuchi-Kawakami, T; Hisada, Y; Higashikado, A; Inoue, T; Fujimori, K; Moriuchi, T
| HERO ID | 4923478 |
|---|---|
| In Press | No |
| Year | 2017 |
| Title | Bis(1-pyrenylmethyl)-2-benzyl-2-methyl-malonate as a Cu2+ Ion-Selective Fluoroionophore |
| Authors | Moriuchi-Kawakami, T; Hisada, Y; Higashikado, A; Inoue, T; Fujimori, K; Moriuchi, T |
| Journal | Molecules |
| Volume | 22 |
| Issue | 9 |
| Page Numbers | 1415 |
| Abstract | A new malonate possessing two pyrene moieties was synthesized as a fluoroionophore, and its structure and fluorescence spectroscopic properties were investigated. When excited at 344 nm in acetonitrile/chloroform (9:1, v/v), the synthesized bispyrenyl malonate has the fluorescence of intramolecular excimer (λem = 467 nm) emissions and not a pyrene monomer emission (λem = 394 nm). A large absolute fluorescence quantum yield was obtained in the solid state (ΦPL = 0.65) rather than in solution (ΦPL = 0.13). X-ray crystallography analysis clarified the molecular structure and alignment of the bispyrenyl malonate in the crystal phase, elucidating its fluorescence spectroscopic properties. Such analysis also suggests there are intramolecular C-H···π interactions and intermolecular π···π interactions between the pyrenyl rings. Interestingly, the synthesized bispyrenyl malonate exhibits excellent fluorescence sensing for the Cu2+ ion. Remarkable fluorescence intensity enhancement was only observed with the addition of the Cu2+ ion. |
| Doi | 10.3390/molecules22091415 |
| Pmid | 28841193 |
| Wosid | WOS:000411499400026 |
| Url | http://www.mdpi.com/1420-3049/22/9/1415 |
| Is Certified Translation | No |
| Dupe Override | No |
| Is Public | Yes |
| Language Text | English |
| Keyword | Bispyrenyl malonate; CH...ÏInteraction; Cu2+ ion-selective; Fluoroionophore; X-ray crystallographic analysis; Ï...Ïinteraction |
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