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Synlett 1993; 1993(4): 286-288
DOI: 10.1055/s-1993-22434
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Mild Photochemical Generation of Stannyl Radicals Bu3Sn???? from Hexabutyl Distannane for Organic Synthesis

Monika Harendza* , Jörg Junggebauer, Karsten Leßmann, Wilhelm P. Neumann, Hartwig Tews
  • *Department of Chemistry, University of Dortmund, Otto-Hahn-Strasse 6, D-4600 Dortmund 50, Germany
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Publication Date:
19 March 2002 (online)

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Stannyl radicals Bu3Sn???? are generated smoothly and selectively from the distannane Bu3Sn-SnBu3, when optimized triplet sensitizers and mild UV irradiation are used. This allows fine tuning of slow consecutive radical steps. For example, carbon-centred radicals produced by this way can favour slow intramolecular (cyclizations) or intermolecular additions to double bonds, or dimerization, when no or carefully adjusted H-donors are used. Typical examples are given.

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