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|Title:||Decatungstate photocatalyzed benzylation of alkenes by alkylaromatics|
|Authors:||hisham qrareya, $AAUP$Other|
davide ravelli, $Other$Other
maurizio fagnoni, $Other$Palestinian
angelo albini., $Other$Other
|Keywords:||benzylation; C_x0002_H bond activation; photocatalysis; polyoxometalates; radicals|
|Publisher:||Adv. Synth. Catal.|
|Abstract:||The direct benzylation of electrophilic alkenes with alkylbenzenes has been achieved by decatungstate photocatalysis in a high ionic strength medium (5:1 acetonitrile/water mixed solvents, 0.5M lithium perchlorate). The reaction has been extended to ring-substituted (Cl, F, CN) toluenes and further alkylbenzenes. Intramolecular selectivity (p-cymene, 4-methylanisole) and deuteration effects support the atom transfer character of the process that, however, requires a sufficient stabilization of the intermediate polar exciplex to occur. The reactivity of the decatungstate anion is compared with that of aromatic ketones, the benchmark of photochemical hydrogen/ electron transfer processes.|
|Appears in Collections:||Faculty & Staff Scientific Research publications|
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