The 2:1 inclusion complex between (2,3,6-tri-O-methyl)-β-cyclodextrin (TMβCD) and 5,10,15,20-tetrakis(4-sulfonatophenyl)-porphyrin (TPPS4) behaves as a supramolecular sensitizer in water providing photooxygenation with turnover numbers up to 30 000 with a very minor sensitizer bleaching (<10%). The protocol, which employs only 4 equiv of the cyclodextrin additive with respect to the porphyrin sensitizer (5 × 10-7 M), leads to high yield oxidation of model biomolecules such as l-methionine methyl ester and uracil and is also effective for phenol degradation in aqueous solution.
Efficient Sensitized Photooxygenation in Water by a Porphyrin−Cyclodextrin Supramolecular Complex
BONCHIO, MARCELLA;CAROFIGLIO, TOMMASO;CARRARO, MAURO;
2002
Abstract
The 2:1 inclusion complex between (2,3,6-tri-O-methyl)-β-cyclodextrin (TMβCD) and 5,10,15,20-tetrakis(4-sulfonatophenyl)-porphyrin (TPPS4) behaves as a supramolecular sensitizer in water providing photooxygenation with turnover numbers up to 30 000 with a very minor sensitizer bleaching (<10%). The protocol, which employs only 4 equiv of the cyclodextrin additive with respect to the porphyrin sensitizer (5 × 10-7 M), leads to high yield oxidation of model biomolecules such as l-methionine methyl ester and uracil and is also effective for phenol degradation in aqueous solution.
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