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Synfacts 2006(3): 0289-0289  
DOI: 10.1055/s-2006-931979
Polymer-Supported Synthesis
© Georg Thieme Verlag Stuttgart · New York

A High-Swelling Reagent Scaffold Suitable for Use in Aqueous and Organic Solvents

Contributor(s): Yasuhiro Uozumi, Atsushi Ohtaka
C. J. Rogers, T. J. Dickerson, Jr., P. Wentworth, K. D. Janda*
The Scripps Research Institute, La Jolla, USA and University of Oxford, UK
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Publikationsdatum:
21. Februar 2006 (online)

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Significance

The authors have synthesized a cross-linked polyacrylamide hydrogel that displays large swelling properties in both organic solvents and water. This resin can serve as a scaffold for the photosensitizer hematoporphyrin (HP). Thus, when the aqueous solution of the fluorescent probe ‘Singlet Oxygen Sensor Green’ was exposed to light in the presence of polymer-immobilized HP (1), the oxidation of the probe was rapid (t1/2 = 18 min). The photooxidation of anthracene in the presence of 1 gave the endoperoxide 2 in 66% yield after four hours.