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New Ways of Generating Stannyl Radicals for Organic Syntheses

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Free Radicals in Synthesis and Biology

Part of the book series: NATO ASI Series ((ASIC,volume 260))

Abstract

Stannyl radicals, powerful reagents in free radical reactions including cyclizations and tandem reactions, commonly are generated from organotin hydrides. But, sometimes drawbacks are given by the very strong hydrogen donating power of the latter. We report now independent sources for R3 Sn•: a) thermolysis of distannanes with bulky substituents, b) thermolysis of bisstannyl pinakols via stannyl ketyl radicals, and c) convenient photolysis of benzyl tin compounds including 9-stannyl-9, 10-dihydro anthracene showing absorption up to 400 nm under preparative conditions. Examples of advantageous applications of these sources for R3 Sn• with or without combination with H donors of appropriate strength are given and discussed.

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Author information

Authors and Affiliations

  1. Lehrstuhl für Organische Chemie I, University of Dortmund, Otto-Hahn-Strasse 6, D-4600, Dortmund 50, Federal Republic of Germany

    K. Baines, R. Dicke, W. P. Neumann & K. Vorspohl

Authors
  1. K. Baines
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  2. R. Dicke
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  3. W. P. Neumann
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  4. K. Vorspohl
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Editor information

Editors and Affiliations

  1. Department of Chemistry, Politecnico di Milano, P. L. da Vinci 32, 20133, Milano, Italy

    Francesco Minisci

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© 1989 Kluwer Academic Publishers

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Baines, K., Dicke, R., Neumann, W.P., Vorspohl, K. (1989). New Ways of Generating Stannyl Radicals for Organic Syntheses. In: Minisci, F. (eds) Free Radicals in Synthesis and Biology. NATO ASI Series, vol 260. Springer, Dordrecht. https://doi.org/10.1007/978-94-009-0897-0_9

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  • DOI: https://doi.org/10.1007/978-94-009-0897-0_9

  • Publisher Name: Springer, Dordrecht

  • Print ISBN: 978-94-010-6892-5

  • Online ISBN: 978-94-009-0897-0

  • eBook Packages: Springer Book Archive

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