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Anti-bredt monomers

4. Polymerization of 1-Aza-3-oxabicyclo [3.3.1]nonan-2-one

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Summary

1-Aza-3-oxabicyclo[3.3.1]nonan-2-one, an N-bridgehead bicyclic urethane, polymerized in bulk under the influence of dibutyltin oxide and p-toluenesulfonic acid. In solution the monomer polymerizes in the presence of phosphoric acid. This is only the second example of ring opening polymerization of a bicyclo[3.3.1]nonane. The driving force in the present case is thought to be the relief of strain energy in the monomer conferred by its chair-boat conformation.

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References

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Authors and Affiliations

  1. Department of Chemistry, College of Liberal Arts, University of Arizona, 85721, Tucson, Arizona, USA

    H. K. Hall Jr. & Ali El-Shekeil

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  1. H. K. Hall Jr.
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  2. Ali El-Shekeil
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Hall, H.K., El-Shekeil, A. Anti-bredt monomers. Polymer Bulletin 2, 829–836 (1980). https://doi.org/10.1007/BF00255511

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  • DOI: https://doi.org/10.1007/BF00255511

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