Efficient Sensitized Photooxygenation in Water by a Porphyrin−Cyclodextrin Supramolecular Complex
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%). T...
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Published in | Organic letters Vol. 4; no. 26; pp. 4635 - 4637 |
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Main Authors | , , , , |
Format | Journal Article |
Language | English |
Published |
WASHINGTON
American Chemical Society
26.12.2002
Amer Chemical Soc |
Subjects | |
Online Access | Get full text |
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Summary: | 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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Bibliography: | ObjectType-Article-1 SourceType-Scholarly Journals-1 ObjectType-Feature-2 content type line 23 |
ISSN: | 1523-7060 1523-7052 |
DOI: | 10.1021/ol0270069 |