84865-19-0Relevant articles and documents
Synthesis and photophysical properties of 7-(diethylamino)-3-(4-(arylethynyl)phenyl)-2H-chromen-2-ones as strong fluorescent materials
Asano, Naoto,Ishikawa, Tenta,Iwanaga, Tetsuo,Kitanou, Takayuki,Kobayashi, Kurumi,Oki, Tomohiro,Shibata, Mitsuhiro,Shimasaki, Toshiaki,Teramoto, Naozumi
, (2021/08/18)
3-(4-(Arylethynyl)phenyl)-7-(diethylamino)-2H-chromen-2-ones 1a?1d were synthesized by Pd/Cu-catalyzed Sonogashira cross-coupling reactions. After the structural properties were examined by the X-ray crystal analysis, their photophysical properties including fluorescence properties in solid states were systematically studied. It was revealed that the pyrenyl derivative 1d showed high fluorescence quantum yield (ΦF = 0.87) in a THF solution, and that the phenyl derivative 1a exhibited an intense fluorescence (Φsolid = 0.15) even in a solid state. According to the TDDFT calculations, the HOMOs of compounds 1a and 1b are mainly located on the 3-(4-(arylethynyl)phenyl)-7-(diethylamino)-2H-chromen-2-one moieties, whereas on the aryl moieties for 1c and 1d. The electrochemical studies revealed that the compounds 1a and 1b underwent reversible 1e? oxidations.
Highly regioselective α-arylation of coumarins via palladium-catalyzed C-H activation/desulfitative coupling
Jafarpour, Farnaz,Olia, Mina Barzegar Amiri,Hazrati, Hamideh
supporting information, p. 3407 - 3412 (2013/12/04)
A novel regioselective α-arylation of coumarins with readily available arenesulfonyl chlorides and sodium arenesulfinates via palladium-catalyzed direct C-H functionalizations under mild reaction conditions is described. This protocol presents an unexpected and highly regio-controlled arylation of coumarins at C-3 to construct interesting 3-arylcoumarins with fascinating biological and fluorescent properties. The regioselectivity observed is in sharp contrast with that expected for the Heck reactions. Copyright
PHOTOCHEMICAL REACTIONS OF 7-AMINOCOUMARINS. 6. REACTION OF 7-DIALKYLAMINOCOUMARINS WITH HALO DERIVATIVES
Kirpichenok, M. A.,Mel'nikova, L. M.,Denisov, L. K.,Grandberg, I. I.
, p. 858 - 862 (2007/10/02)
3-Substituted 7-dialkylaminocoumarins were synthesized as a result of the photoreaction of 7-diethylaminocoumarin, 4-trifluoromethyl-7-diethylaminocoumarin, 4-chloro-7-diethylaminocoumarin, 4-(N-morpholino)-7-diethylaminocoumarin, and coumarin-102 (2,3,6,