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- W2045961707 abstract "Abstract The photochemical reaction between ethyl 2‐chlorothiazole‐5‐carboxylate and benzene gave no product. In contrast, the reaction with ethyl 2‐iodothiazole‐5‐carboxylate gave ethyl 3‐phenylisothiazole‐4‐carboxylate. The same behaviour was observed if the reaction was performed in the presence of furan, thiophene and 2‐bromothiophene. The products thus obtained were studied for their photophysical properties and it was found that the observed absorptions [ λ max =257 nm (ϵ = 7000 M –1 cm –1 ) for ethyl 3‐phenylisothiazole‐4‐carboxylate, 278 nm (ϵ = 7000 M –1 cm –1 ) for ethyl 3‐(2‐furyl)isothiazole‐4‐carboxylate, 269 and 285 nm (ϵ = 7500 M –1 cm –1 ) for ethyl 3‐(2‐thienyl)isothiazole‐4‐carboxylate] are mainly due to π → π* transitions from the HOMO to the LUMO+1 orbital. The tested compounds showed fluorescence [λ em = 350–400 (λ exc = 300 nm), 360 and 410 nm (λ exc = 320 nm), 412 nm (λ exc = 340 nm) for ethyl 3‐phenylisothiazole‐4‐carboxylate, 397 and 460 nm (λ exc = 300 nm), 381, 394 and 460 nm (λ exc = 320 nm), 381, 398 and 466 nm (λ exc = 340 nm) for ethyl 3‐(2‐furyl)isothiazole‐4‐carboxylate, 372, 377 and 414 nm (λ exc = 300, 320 and 340 nm respectively) for ethyl 3‐(2‐thienyl)isothiazole‐4‐carboxylate], possibly due to dual emission from different excited states. The use of the compound obtained as a sensitizer in the photo‐oxidation of trans ‐α,α′‐dimethylstilbene showed that all the new compounds are singlet‐oxygen sensitizers." @default.
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- W2045961707 date "2010-06-01" @default.
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- W2045961707 title "Tandem Photoarylation-Photoisomerization of Halothiazoles: Synthesis, Photophysical and Singlet Oxygen Activation Properties of Ethyl 2-Arylthiazole-5-carboxylates" @default.
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- W2045961707 doi "https://doi.org/10.1002/ejoc.201000096" @default.
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