Issue 7, 2002
From the journal:

Journal of Materials Chemistry

Daniel Latassa,a   Olivier Enger,a   Carlo Thilgen,a   Tilo Habicher,a   Heribert Offermannsb  and  François Diedericha  

a Laboratorium für Organische Chemie, ETH-Hönggerberg, Zürich, Switzerland
E-mail: diederich@org.chem.ethz.ch
Fax: (+41) 1-632-1109
Tel: (+41) 1-632-2992

b Grünaustrasse 2, Hanau, Germany

Abstract

A heterogeneous photosensitiser for the generation of singlet oxygen was synthesized by covalent attachment of a methanofullerene derivative to polysiloxane-based Deloxan® DAP beads and its performance in the photooxidation of sulfides to sulfoxides was investigated. As opposed to C60 and many of its derivatives, the heterogeneous sensitiser can be readily used in protic solvents such as methanol which makes the photooxygenation highly selective, affording good to excellent yields of sulfoxides with aliphatic and benzylic sulfides. Moreover, the sensitiser is easily recovered at the end of the reaction by simple filtration.

Graphical abstract: Polysiloxane-supported fullerene derivative as a new heterogeneous sensitiser for the selective photooxidation of sulfides to sulfoxides by 1O2

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Article information

DOI
https://doi.org/10.1039/B201141G
Article type
Communication
Submitted
31 Jan 2002
Accepted
18 Feb 2002
First published
28 Feb 2002

J. Mater. Chem., 2002,12, 1993-1995

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Polysiloxane-supported fullerene derivative as a new heterogeneous sensitiser for the selective photooxidation of sulfides to sulfoxides by 1O2

D. Latassa, O. Enger, C. Thilgen, T. Habicher, H. Offermanns and F. Diederich, J. Mater. Chem., 2002, 12, 1993 DOI: 10.1039/B201141G

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