Abstract
The synthesis and photophysical properties of an ion-sensitive fluorescent compound are described, featuring 5′-(p-hydroxyphenyl)pyridylthiazole (HPPT) as a highly emissive fluorophore. Density functional theory (DFT) calculations indicate that HPPT is capable of intramolecular charge transfer (ICT), with further polarization upon complexation with Zn(II). A 4′-picolyloxy–HPPT derivative was prepared and determined to form a 1 : 1 complex with Zn(NO3)2 in acetonitrile, with a Stokes shift of 137 nm (6323 cm−1) and a 67 nm bathochromic shift in emission relative to the neutral ligand, and a fluorescence quantum yield (ΦPL) of 92%. An X-ray crystal structure of the HPPT–Zn(II) complex confirmed a tridentate structure with a seven-membered chelate ring, and the picolyloxy unit rotated out of plane.
Date of this Version
1-20-2020
Recommended Citation
Watanabe, Yuichiro; Sungnoi, Wanna; Sartorio, Andrew O.; Zeller, Matthias; and Wei, Alexander, "A zinc-responsive fluorophore based on 5’-(p-hydroxyphenyl)-
pyridylthiazole" (2020). Department of Chemistry Faculty Publications. Paper 24.
https://docs.lib.purdue.edu/chempubs/24
Comments
This is the author-accepted manuscript of Watanabe, Y; Sungnoi, W; Sartorio, A; Zeller, M; and Wei, A. (2020) A zinc-responsive fluorophore based on 5′-(p-hydroxyphenyl)-pyridylthiazole. Materials Chemistry Frontiers, 2020,4, 899-904. Copyright Royal Society of Chemistry, the version of record is available at DOI: 10.1039/C9QM00648F.