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From Study of Catalytic Hydrogenation to Novel Ratiometric pH Indicators with Quinoline Scaffold
Author(s) -
Petráček Marek,
Brulíková Lucie,
Motyka Kamil,
Hlaváč Jan
Publication year - 2017
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201700913
Subject(s) - quinoline , catalysis , chemistry , context (archaeology) , isopropyl , fluorescence , catalytic hydrogenation , combinatorial chemistry , substituent , organic chemistry , physics , paleontology , quantum mechanics , biology
Catalytic hydrogenation of 2‐phenyl‐3‐hydroxyquinolin‐4(1 H )‐ones afforded their 5,6,7,8‐tetrahydroquinolin‐4(1 H )‐one analogues, which gained stability under acidic as well as alkaline conditions. For some 2‐(4‐aminophenyl) derivatives, unusual N ‐isopropyl group assembling was observed in various solvents and therefore was studied in more details. The prepared derivatives were studied in context of their fluorescence properties. Some of them retained the dual character of fluorescent spectra as well as quantum yields similar to their non‐reduced parent compounds and thus were studied as potential ratiometric pH indicators.