The Power of Solvent in Altering the Course of Photorearrangements
| Název česky | Schopnost rozpouštědla měnit mechanismus fotochemického přesmyku |
|---|---|
| Autoři | |
| Rok publikování | 2011 |
| Druh | Článek v odborném periodiku |
| Časopis / Zdroj | Organic Letters |
| Fakulta / Pracoviště MU | |
| Citace | |
| Doi | https://doi.org/10.1021/ol102887f |
| Obor | Organická chemie |
| Klíčová slova | Photochemistry; photo-Favorskii rearrangement; water |
| Popis | A clean bifurcation between two important photochemical reactions through competition of a triplet state Type II H-abstraction reaction with a photo-Favorskii rearrangement for (o/p)-hydroxy-o-methylphenacyl esters that depends on the water content of the solvent has been established. The switch from the anhydrous Type II pathway that yields indanones to the aqueous-dependent pathway producing benzofuranones occurs abruptly at low water concentrations (~8%). The surprisingly clean yields suggest that such reactions are synthetically promising. |
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