Publication detail

The synthesis, absorption, fluorescence and photoisomerisation of 2-aryl-4-arylmethylidene-pyrroline-5-ones.

Year: 2008

Type of publication: článek v odborném periodiku

Name of source: Dyes and Pigments

Publisher name: Elsevier Science

Place: Oxford

Page from-to: 266-276

Titles:

Language	Name	Abstract	Keywords
cze	Syntéza, absorpce, fluorescence a fotoisomerisace 2-aryl-4-arylmethyliden-pyrrolin-5-onů.	Syntéza, absorpce, fluorescence a fotoisomerisace 2-aryl-4-arylmethyliden-pyrrolin-5-onů.
eng	The synthesis, absorption, fluorescence and photoisomerisation of 2-aryl-4-arylmethylidene-pyrroline-5-ones.	Base catalyzed ClaiseneSchmidt type condensation of ethyl-4,5-dihydro-5-oxo-2-phenyl(1H)pyrrole-3-carboxylate and its 2-biphenylyl analogue with various aldehydes was studied. The absorption and fluorescence spectra of ethyl-4,5-dihydro-5-oxo-2-aryl-4-(arylmethylidene)-(1H)pyrrole-3-carboxylate at both room (300 K) and low (77 K) temperatures were analyzed. E/Z photoisomerisation was observed for all derivatives; the Z-isomer was confirmed as being thermodynamically stable by NMR spectroscopy. PM3 quantum chemical Metod was used for ground state geometry calculations of the Z-isomers, while INDO/S calculations enabled interpretation of the absorption spectral shifts. Photoisomerisation forms the main deactivation channel after excitation in fluid solution, in contrast to rigid frozen glass, where fluorescence is preferred.	2-Aryl-4-arylmethylidene-pyrroline-5-ones;Photoisomerisation; Fluorescence; Pyrrolinone ester

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