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- Title
Selective Synthesis and Photoluminescence Study of Pyrazolopyridopyridazine Diones and N-Aminopyrazolopyrrolopyridine Diones.
- Authors
Tseng, Ching-Chun; Chung, Cheng-Yen; Tsai, Shuo-En; Takayama, Hiroyuki; Uramaru, Naoto; Lin, Chin-Yu; Wong, Fung Fuh; Silva, Vera L. M.; Silva, Artur M. S.; Cariati, Elena
- Abstract
The newly designed luminol structures of pyrazolopyridopyridazine diones and N-aminopyrazolopyrrolopyridine diones were synthesized from versatile 1,3-diaryfuropyrazolopyridine-6,8-diones, 1,3-diarylpyrazolopyrrolopyridine-6,8-diones, or 1,3-diaryl-7-methylpyrazolopyrrolopyridine-6,8-diones with hydrazine monohydrate. Photoluminescent and solvatofluorism properties containing UV–Vis absorption, emission spectra, and quantum yield (Φf) study of pyrazolopyridopyridazine diones and N-aminopyrazolopyrrolopyridine diones were also studied. Generally, most of pyrazolopyrrolopyridine-6,8-diones 6 exhibited the significant fluorescence intensity and the substituent effect when compared with N-aminopyrazolopyrrolopyridine diones, particularly for 6c and 6j with a m-chloro group. Additionally, the fluorescence intensity of 6j was significantly promoted due to the suitable conjugation conformation. Based on the quantum yield (Φf) study, the value of compound 6j (0.140) with planar structural skeletal was similar to that of standard luminol (1, 0.175).
- Subjects
PHOTOLUMINESCENCE; LUMINOL; MOLECULAR spectra; FLUORESCENCE; HYDRAZINE
- Publication
Molecules, 2020, Vol 25, Issue 10, p2409
- ISSN
1420-3049
- Publication type
Article
- DOI
10.3390/molecules25102409