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Environmentally Friendly Organic Synthesis Using Bismuth(III) Compounds

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Bismuth-Mediated Organic Reactions

Part of the book series: Topics in Current Chemistry ((TOPCURRCHEM,volume 311))

Abstract

With increasing environmental concerns, the need for environmentally friendly organic synthesis has gained increased importance. In this regard, bismuth(III) compounds are especially attractive as “green” reagents and catalysts for organic synthesis. Bismuth(III) compounds are remarkably nontoxic, relatively air and moisture stable, and easy to handle. The contributions from our laboratory in the last 5 years in the field of applications of bismuth(III) compounds as catalysts are presented.

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Notes

  1. 1.

    We have previously reported that when the rearrangement of trans-stilbene oxide was carried out with CF3SO3H, the solution turned red and the product diphenylacetaldehyde was less pure than that obtained with bismuth triflate. This observation points to the role of bismuth(III) triflate as a Lewis acid in the rearrangement of epoxides and not to protic acid catalysis by triflic acid released by hydrolysis of bismuth triflate.

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Authors and Affiliations

  1. Laboratory for Environmentally Friendly Organic Synthesis, Department of Chemistry, Illinois Wesleyan University, Bloomington, IL, 61701, USA

    Scott W. Krabbe & Ram S. Mohan

  2. Currently a graduate student at Department of Chemistry, University of North Carolina, Chapel Hill, USA

    Scott W. Krabbe

Authors
  1. Scott W. Krabbe
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  2. Ram S. Mohan
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Correspondence to Ram S. Mohan .

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  1. Dépt. Chimie, Université Laval, avenue de la Médecine 1045, Quebec, G1V 0A6, Québec, Canada

    Thierry Ollevier

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Krabbe, S.W., Mohan, R.S. (2011). Environmentally Friendly Organic Synthesis Using Bismuth(III) Compounds. In: Ollevier, T. (eds) Bismuth-Mediated Organic Reactions. Topics in Current Chemistry, vol 311. Springer, Berlin, Heidelberg. https://doi.org/10.1007/128_2011_194

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