Photocyclization of trans-1-(1'-naphthyl)-2-(3-hydroxyphenyl)ethene: evidence for adiabatic 1trans*-->1cis* photoisomerization. |
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| Authors: | Pietro Bortolus Guido Galiazzo Giorgio Gennari Ilse Manet Giancarlo Marconi Sandra Monti |
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| Institution: | Istituto per la Sintesi Organica e la Fotoreattivita(ISOF) del CNR, via Piero Gobetti 101, 40129 Bologna, Italy. |
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| Abstract: | The photochemistry of trans- and cis-1-(1'-naphthyl)-2-(3-hydroxyphenyl)ethene in cyclohexane and acetonitrile was examined. In cyclohexane fluorescence is the main deactivation channel for the 1trans* isomer while photocyclization is the main reaction of the 1cis* isomer. The weighty formation of hydroxychrysene following one photon absorption by the trans isomer furnished evidence of an adiabatic 1trans*-->1cis* isomerization. The photoreactivity data in acetonitrile indicated the influence of solvent polarity on the shape of the excited state surface. |
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