We synthesized a series of polyfluoro-amino-stilbenes in satisfactory yields by Wittig reaction of 4-piperazinyl-benzalhehydes with pentafluoro-benzylidene-triphenyl-phosphorane and we analyzed the photochemical behavior of these stilbenes in the solid state; thanks to arene-perfluoroarene π-π interactions, some of them have shown a good propensity to give the corresponding cyclobutane photodimers in quantitative yields. The photocyclization is reversible both in solution and in polymeric matrix, affording the corresponding stilbenes with different cis-trans stereo-selectivity.

Papagni, A., Buttero, P., Bertarelli, C., Miozzo, L., Moret, M., Pryce, M., et al. (2010). Novel fluorinated amino-stilbenes and their solid-state photodimerization. NEW JOURNAL OF CHEMISTRY, 34(11), 2612-2621 [10.1039/c0nj00264j].

Novel fluorinated amino-stilbenes and their solid-state photodimerization

PAPAGNI, ANTONIO
;
MORET, MASSIMO;
2010

Abstract

We synthesized a series of polyfluoro-amino-stilbenes in satisfactory yields by Wittig reaction of 4-piperazinyl-benzalhehydes with pentafluoro-benzylidene-triphenyl-phosphorane and we analyzed the photochemical behavior of these stilbenes in the solid state; thanks to arene-perfluoroarene π-π interactions, some of them have shown a good propensity to give the corresponding cyclobutane photodimers in quantitative yields. The photocyclization is reversible both in solution and in polymeric matrix, affording the corresponding stilbenes with different cis-trans stereo-selectivity.
Articolo in rivista - Articolo scientifico
fluorinated amino-stilbenes; solid-state photodimerization;
English
2010
34
11
2612
2621
none
Papagni, A., Buttero, P., Bertarelli, C., Miozzo, L., Moret, M., Pryce, M., et al. (2010). Novel fluorinated amino-stilbenes and their solid-state photodimerization. NEW JOURNAL OF CHEMISTRY, 34(11), 2612-2621 [10.1039/c0nj00264j].
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/10281/32691
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