Synthesis and fluorescence of 6-(4-detiethylaminophenyl)-and 6-[2-(4-N,N-disubstituted aminophenyl)vinyl]-4-methylthio-2-oxo-2h-pyran-3-carbonitriles in solution and in the solid states

Heterocycles

Volumn 68, Issue 6, 2006, Pages 1105-1108

  Mizuyama, Naoko ^a   Murakami, Yuka ^a   Nagaoka, Junko ^a   Kohra, Shinya ^a   Ueda, Kazuo ^a   Hiraoka, Kyoko ^a   Shigemitsu, Yasuhiro ^b   Tominaga, Yoshinori ^a  

^a NAGASAKI UNIVERSITY   (Japan)

^b Technology Center of Nagasaki   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 33746023939     PISSN: 03855414     EISSN: None     Source Type: Journal    
DOI: 10.3987/COM-06-10741     Document Type: Article

References (23)

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16. 3)δ 2.66 (3H, s, SMe), 3.11 (6H, s, 2xNMez), 6.47 (1H, s, 5-H), 6.69(2H d, J=9.0 Hz, 3′, 4′-H), 7.75 (2H, d, J=9.0 Hz, 2′, 6′-H).
17. 3) S: 2.65(3H, s, SMe), 3.10(6H, s, 2xNMez),12(1K s, 6-H), 6.44 (1 H, d, J=15.7 Hz, =CH), 6.72 (2H J=9.1 Hz, 3′,5′-H), 7.48 (2H, d, J=9.1 Hz, 2′,6′-H), 7.68 (2H, d, J=15.7 Hz, =CH).
18. 2-), 6.07 (1H, s, 5-H), 6.37(1 H, d, J=15.7 Hz, =CH), 6.65 (2H, d, J=9.1 Hz, 3′,5′-H), 7.42(2H, d, J=9.1 Hz, 2′,6′-H),7.63 (1H, d, J=15.7 Hz, =CH).
19. 3) 8:2.62(3R s, SMe), 6.18(1 H, s, 5-H), 6.48(1 H, d, J=15.1 Hz, =CH), 6.75-7.40 (14H, m, phenyl-H), 7.61 (1H, d, J=15.1 Hz, -CH).
20. 4a: lemon yellow needles (MeOH). 4b: lemon yellow needles (MeOH). 4c: yellow needles (MeOH). 4d: orange needles (MeOH). 5a: orange needles (MeOH). 5b: red needles (MeOH).
21. -1, F(000)=1200, Reflection=11603, Residuals=0.044(Rl), 0.106(wR2).
22. In the 6-phenyl-2-pyrone derivatives, the fluorescent intensity in which the derivatives on the phenyl group with an electron donating group is stronger than other compounds was clarified.
23. These 2-oxo-2H-pyran-3-carbonitriles (3a-d, 4a-d) can use as a fluorescence reagent in an oxalate chemiluminscence system.