期刊
JOURNAL OF PHYSICAL CHEMISTRY A
卷 116, 期 39, 页码 9614-9620出版社
AMER CHEMICAL SOC
DOI: 10.1021/jp305459r
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-
资金
- Foundation for Polish Science [TEAM-2009-4/3]
Eight previously inaccessible derivatives of 10-hydroxybenzo-[h]quinoline were prepared via a straightforward strategy comprising formation of the benzo[h]quinoline skeleton followed by C-H acetoxylation at position 10. The occurrence of excited state intramolecular proton transfer (ESIPT) was detected in all cases since emission was observed only from the excited keto-tautomer. Studies on derivatives bearing both electron-donating and electron-withdrawing groups adjacent to the pyridine ring allowed us to identify some design patterns giving rise to NIR emission and large Stokes shifts. For a derivative of 10-hydroxybenzo[c]acridine, emission at 745 nm was observed, one of the lowest energy fluorescence ever reported for ESIPT system. On the basis of time-resolved measurements, proton transfer was found to be extremely fast with time constants in the range (0.08-0.45 ps).
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