Intermolecular photodecarboxylation of electron-deficient substrates by phthalimides in water: Efficiency, selectivity and online monitoring
The intermolecular photodecarboxylation of arylacetic acids 3-5 in water by use of stoichiometric amounts of N-alkylated phthalimides 1a,b was investigated by NMR and online pH- and CO2-release sensing. Decreasing the electron donor capability of the arylacetic acids by 4-fluoro and trifluoromethyl substitution alters the efficiency of the photodecarboxylation and selectivity of the secondary reaction. A remarkable switch in reaction channel (A to B) was observed for perfluoropropionic acid.
Griesbeck, Axel G.,Nazarov, Nestor,Neudoerfl, Joerg M.,Heffen, Maria
p. 3004 - 3006
(2013/01/15)
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